<?xml version="1.0" encoding="US-ASCII" standalone="no"?>
    <!-- Field: Doc-Info; Name: Generator; Value: GoFiler Complete; Version: 6.5a -->
    <!-- Field: Doc-Info; Name: VendorURI; Value: https://www.novaworks.com -->
    <!-- Field: Doc-Info; Name: Status; Value: 0x00000000 -->
<link:linkbase xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" xmlns:xlink="http://www.w3.org/1999/xlink" xmlns:link="http://www.xbrl.org/2003/linkbase" xmlns:xbrli="http://www.xbrl.org/2003/instance" xsi:schemaLocation="http://www.xbrl.org/2003/linkbase http://www.xbrl.org/2003/xbrl-linkbase-2003-12-31.xsd">
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#Cover" roleURI="http://cuprina.com/role/Cover" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#BalanceSheets" roleURI="http://cuprina.com/role/BalanceSheets" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#BalanceSheetsParenthetical" roleURI="http://cuprina.com/role/BalanceSheetsParenthetical" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#StatementsOfOperationsAndComprehensiveLoss" roleURI="http://cuprina.com/role/StatementsOfOperationsAndComprehensiveLoss" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#StatementsOfChangesInShareholdersEquityDeficit" roleURI="http://cuprina.com/role/StatementsOfChangesInShareholdersEquityDeficit" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#StatementsOfCashFlows" roleURI="http://cuprina.com/role/StatementsOfCashFlows" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#OrganizationAndBusinessOverview" roleURI="http://cuprina.com/role/OrganizationAndBusinessOverview" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#SummaryOfSignificantAccountingPolicies" roleURI="http://cuprina.com/role/SummaryOfSignificantAccountingPolicies" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#AccountReceivableNet" roleURI="http://cuprina.com/role/AccountReceivableNet" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#OtherAssets" roleURI="http://cuprina.com/role/OtherAssets" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#PropertyAndEquipmentNet" roleURI="http://cuprina.com/role/PropertyAndEquipmentNet" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#InvestmentsAtEquity" roleURI="http://cuprina.com/role/InvestmentsAtEquity" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#Leases" roleURI="http://cuprina.com/role/Leases" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#AccrualsAndOtherCurrentLiabilities" roleURI="http://cuprina.com/role/AccrualsAndOtherCurrentLiabilities" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#Equity" roleURI="http://cuprina.com/role/Equity" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#RelatedPartyTransactionsAndBalances" roleURI="http://cuprina.com/role/RelatedPartyTransactionsAndBalances" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#BankLoans" roleURI="http://cuprina.com/role/BankLoans" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#IncomeTaxes" roleURI="http://cuprina.com/role/IncomeTaxes" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#OtherIncome" roleURI="http://cuprina.com/role/OtherIncome" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#LossPerShare" roleURI="http://cuprina.com/role/LossPerShare" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#SegmentInformation" roleURI="http://cuprina.com/role/SegmentInformation" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#CommitmentAndContingencies" roleURI="http://cuprina.com/role/CommitmentAndContingencies" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#SubsequentEvents" roleURI="http://cuprina.com/role/SubsequentEvents" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#SummaryOfSignificantAccountingPoliciesPolicies" roleURI="http://cuprina.com/role/SummaryOfSignificantAccountingPoliciesPolicies" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#OrganizationAndBusinessOverviewTables" roleURI="http://cuprina.com/role/OrganizationAndBusinessOverviewTables" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#SummaryOfSignificantAccountingPoliciesTables" roleURI="http://cuprina.com/role/SummaryOfSignificantAccountingPoliciesTables" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#AccountReceivableNetTables" roleURI="http://cuprina.com/role/AccountReceivableNetTables" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#OtherAssetsTables" roleURI="http://cuprina.com/role/OtherAssetsTables" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#PropertyAndEquipmentNetTables" roleURI="http://cuprina.com/role/PropertyAndEquipmentNetTables" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#InvestmentsAtEquityTables" roleURI="http://cuprina.com/role/InvestmentsAtEquityTables" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#LeasesTables" roleURI="http://cuprina.com/role/LeasesTables" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#AccrualsAndOtherCurrentLiabilitiesTables" roleURI="http://cuprina.com/role/AccrualsAndOtherCurrentLiabilitiesTables" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#RelatedPartyTransactionsAndBalancesTables" roleURI="http://cuprina.com/role/RelatedPartyTransactionsAndBalancesTables" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#BankLoansTables" roleURI="http://cuprina.com/role/BankLoansTables" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#IncomeTaxesTables" roleURI="http://cuprina.com/role/IncomeTaxesTables" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#OtherIncomeTables" roleURI="http://cuprina.com/role/OtherIncomeTables" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#LossPerShareTables" roleURI="http://cuprina.com/role/LossPerShareTables" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#SegmentInformationTables" roleURI="http://cuprina.com/role/SegmentInformationTables" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfCompanyAndSubsidiariesDetails" roleURI="http://cuprina.com/role/ScheduleOfCompanyAndSubsidiariesDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#OrganizationAndBusinessOverviewDetailsNarrative" roleURI="http://cuprina.com/role/OrganizationAndBusinessOverviewDetailsNarrative" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfEstimatedUsefulLivesDetails" roleURI="http://cuprina.com/role/ScheduleOfEstimatedUsefulLivesDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#SummaryOfSignificantAccountingPoliciesDetailsNarrative" roleURI="http://cuprina.com/role/SummaryOfSignificantAccountingPoliciesDetailsNarrative" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfAccountReceivableDetails" roleURI="http://cuprina.com/role/ScheduleOfAccountReceivableDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfAllowanceDoubtfulAccountsDetails" roleURI="http://cuprina.com/role/ScheduleOfAllowanceDoubtfulAccountsDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfOtherCurrentAssetsDetails" roleURI="http://cuprina.com/role/ScheduleOfOtherCurrentAssetsDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfPropertyAndEquipmentDetails" roleURI="http://cuprina.com/role/ScheduleOfPropertyAndEquipmentDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#PropertyAndEquipmentNetDetailsNarrative" roleURI="http://cuprina.com/role/PropertyAndEquipmentNetDetailsNarrative" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfFinancialInformationOfJointVentureAndAssociateDetails" roleURI="http://cuprina.com/role/ScheduleOfFinancialInformationOfJointVentureAndAssociateDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#InvestmentsAtEquityDetailsNarrative" roleURI="http://cuprina.com/role/InvestmentsAtEquityDetailsNarrative" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfNon-cancellableOperatingLeaseContractsDetails" roleURI="http://cuprina.com/role/ScheduleOfNon-cancellableOperatingLeaseContractsDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfAmountRecognizedInConsolidatedBalanceSheetsDetails" roleURI="http://cuprina.com/role/ScheduleOfAmountRecognizedInConsolidatedBalanceSheetsDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfLeaseCostDetails" roleURI="http://cuprina.com/role/ScheduleOfLeaseCostDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfSupplementalCashFlowInformationRelatedToLeasesDetails" roleURI="http://cuprina.com/role/ScheduleOfSupplementalCashFlowInformationRelatedToLeasesDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfFutureMinimumLeasePaymentsUnderNon-cancellableOperatingLeaseAgreementsDetails" roleURI="http://cuprina.com/role/ScheduleOfFutureMinimumLeasePaymentsUnderNon-cancellableOperatingLeaseAgreementsDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfOtherSupplementalInformationAboutLeaseDetails" roleURI="http://cuprina.com/role/ScheduleOfOtherSupplementalInformationAboutLeaseDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#LeasesDetailsNarrative" roleURI="http://cuprina.com/role/LeasesDetailsNarrative" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfAccrualsAndOtherCurrentLiabilitiesDetails" roleURI="http://cuprina.com/role/ScheduleOfAccrualsAndOtherCurrentLiabilitiesDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#EquityDetailsNarrative" roleURI="http://cuprina.com/role/EquityDetailsNarrative" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfMajorRelatedPartiesAndTheirRelationshipsWithCompanyDetails" roleURI="http://cuprina.com/role/ScheduleOfMajorRelatedPartiesAndTheirRelationshipsWithCompanyDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#RelatedPartyTransactionsAndBalancesDetailsNarrative" roleURI="http://cuprina.com/role/RelatedPartyTransactionsAndBalancesDetailsNarrative" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfMaturitiesDetails" roleURI="http://cuprina.com/role/ScheduleOfMaturitiesDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#BankLoansDetailsNarrative" roleURI="http://cuprina.com/role/BankLoansDetailsNarrative" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfSignificantComponentsOfProvisionForIncomeTaxesDetails" roleURI="http://cuprina.com/role/ScheduleOfSignificantComponentsOfProvisionForIncomeTaxesDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfReconciliationBetweenOfStatutoryTaxRateToEffectiveTaxRateDetails" roleURI="http://cuprina.com/role/ScheduleOfReconciliationBetweenOfStatutoryTaxRateToEffectiveTaxRateDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfDeferredTaxDetails" roleURI="http://cuprina.com/role/ScheduleOfDeferredTaxDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#IncomeTaxesDetailsNarrative" roleURI="http://cuprina.com/role/IncomeTaxesDetailsNarrative" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfOtherIncomeDetails" roleURI="http://cuprina.com/role/ScheduleOfOtherIncomeDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfCalculationOfBasicAndDilutedNetIncomePerShareDetails" roleURI="http://cuprina.com/role/ScheduleOfCalculationOfBasicAndDilutedNetIncomePerShareDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#ScheduleOfOperationOfBusinessSegmentsDetails" roleURI="http://cuprina.com/role/ScheduleOfOperationOfBusinessSegmentsDetails" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#SegmentInformationDetailsNarrative" roleURI="http://cuprina.com/role/SegmentInformationDetailsNarrative" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#CommitmentAndContingenciesDetailsNarrative" roleURI="http://cuprina.com/role/CommitmentAndContingenciesDetailsNarrative" />
    <link:roleRef xlink:type="simple" xlink:href="cupr-20251231.xsd#SubsequentEventsDetailsNarrative" roleURI="http://cuprina.com/role/SubsequentEventsDetailsNarrative" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/Cover" xlink:title="00000001 - Document - Cover" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/BalanceSheets" xlink:title="00000002 - Statement - Consolidated Balance Sheets">
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AssetsCurrent" xlink:label="loc_us-gaapAssetsCurrent" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_CashAndCashEquivalentsAtCarryingValue" xlink:label="loc_us-gaapCashAndCashEquivalentsAtCarryingValue" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapAssetsCurrent" xlink:to="loc_us-gaapCashAndCashEquivalentsAtCarryingValue" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccountsReceivableNetCurrent" xlink:label="loc_us-gaapAccountsReceivableNetCurrent" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapAssetsCurrent" xlink:to="loc_us-gaapAccountsReceivableNetCurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_DeferredCostsCurrent" xlink:label="loc_us-gaapDeferredCostsCurrent" />
      <link:calculationArc order="3" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapAssetsCurrent" xlink:to="loc_us-gaapDeferredCostsCurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherReceivablesNetCurrent" xlink:label="loc_us-gaapOtherReceivablesNetCurrent" />
      <link:calculationArc order="4" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapAssetsCurrent" xlink:to="loc_us-gaapOtherReceivablesNetCurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherAssetsCurrent" xlink:label="loc_us-gaapOtherAssetsCurrent" />
      <link:calculationArc order="5" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapAssetsCurrent" xlink:to="loc_us-gaapOtherAssetsCurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_InventoryNet" xlink:label="loc_us-gaapInventoryNet" />
      <link:calculationArc order="6" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapAssetsCurrent" xlink:to="loc_us-gaapInventoryNet" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AssetsNoncurrent" xlink:label="loc_us-gaapAssetsNoncurrent" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PropertyPlantAndEquipmentNet" xlink:label="loc_us-gaapPropertyPlantAndEquipmentNet" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapAssetsNoncurrent" xlink:to="loc_us-gaapPropertyPlantAndEquipmentNet" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingLeaseRightOfUseAsset" xlink:label="loc_us-gaapOperatingLeaseRightOfUseAsset" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapAssetsNoncurrent" xlink:to="loc_us-gaapOperatingLeaseRightOfUseAsset" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherAssetsNoncurrent" xlink:label="loc_us-gaapOtherAssetsNoncurrent" />
      <link:calculationArc order="3" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapAssetsNoncurrent" xlink:to="loc_us-gaapOtherAssetsNoncurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_EquityMethodInvestments" xlink:label="loc_us-gaapEquityMethodInvestments" />
      <link:calculationArc order="4" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapAssetsNoncurrent" xlink:to="loc_us-gaapEquityMethodInvestments" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_Assets" xlink:label="loc_us-gaapAssets" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapAssets" xlink:to="loc_us-gaapAssetsCurrent" xlink:type="arc" weight="1" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapAssets" xlink:to="loc_us-gaapAssetsNoncurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LiabilitiesCurrent" xlink:label="loc_us-gaapLiabilitiesCurrent" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccountsPayableCurrent" xlink:label="loc_us-gaapAccountsPayableCurrent" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLiabilitiesCurrent" xlink:to="loc_us-gaapAccountsPayableCurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccruedLiabilitiesCurrent" xlink:label="loc_us-gaapAccruedLiabilitiesCurrent" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLiabilitiesCurrent" xlink:to="loc_us-gaapAccruedLiabilitiesCurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherLiabilitiesCurrent" xlink:label="loc_us-gaapOtherLiabilitiesCurrent" />
      <link:calculationArc order="3" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLiabilitiesCurrent" xlink:to="loc_us-gaapOtherLiabilitiesCurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LoansPayableToBankCurrent" xlink:label="loc_us-gaapLoansPayableToBankCurrent" />
      <link:calculationArc order="4" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLiabilitiesCurrent" xlink:to="loc_us-gaapLoansPayableToBankCurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingLeaseLiabilityCurrent" xlink:label="loc_us-gaapOperatingLeaseLiabilityCurrent" />
      <link:calculationArc order="5" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLiabilitiesCurrent" xlink:to="loc_us-gaapOperatingLeaseLiabilityCurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LiabilitiesNoncurrent" xlink:label="loc_us-gaapLiabilitiesNoncurrent" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LongTermLoansFromBank" xlink:label="loc_us-gaapLongTermLoansFromBank" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLiabilitiesNoncurrent" xlink:to="loc_us-gaapLongTermLoansFromBank" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingLeaseLiabilityNoncurrent" xlink:label="loc_us-gaapOperatingLeaseLiabilityNoncurrent" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLiabilitiesNoncurrent" xlink:to="loc_us-gaapOperatingLeaseLiabilityNoncurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_Liabilities" xlink:label="loc_us-gaapLiabilities" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLiabilities" xlink:to="loc_us-gaapLiabilitiesCurrent" xlink:type="arc" weight="1" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLiabilities" xlink:to="loc_us-gaapLiabilitiesNoncurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_StockholdersEquity" xlink:label="loc_us-gaapStockholdersEquity" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_CommonStockValue" xlink:label="loc_us-gaapCommonStockValue" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapStockholdersEquity" xlink:to="loc_us-gaapCommonStockValue" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AdditionalPaidInCapital" xlink:label="loc_us-gaapAdditionalPaidInCapital" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapStockholdersEquity" xlink:to="loc_us-gaapAdditionalPaidInCapital" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_RetainedEarningsAccumulatedDeficit" xlink:label="loc_us-gaapRetainedEarningsAccumulatedDeficit" />
      <link:calculationArc order="3" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapStockholdersEquity" xlink:to="loc_us-gaapRetainedEarningsAccumulatedDeficit" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccumulatedOtherComprehensiveIncomeLossNetOfTax" xlink:label="loc_us-gaapAccumulatedOtherComprehensiveIncomeLossNetOfTax" />
      <link:calculationArc order="4" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapStockholdersEquity" xlink:to="loc_us-gaapAccumulatedOtherComprehensiveIncomeLossNetOfTax" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LiabilitiesAndStockholdersEquity" xlink:label="loc_us-gaapLiabilitiesAndStockholdersEquity" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLiabilitiesAndStockholdersEquity" xlink:to="loc_us-gaapLiabilities" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_CommitmentsAndContingencies" xlink:label="loc_us-gaapCommitmentsAndContingencies" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLiabilitiesAndStockholdersEquity" xlink:to="loc_us-gaapCommitmentsAndContingencies" xlink:type="arc" weight="1" />
      <link:calculationArc order="3" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLiabilitiesAndStockholdersEquity" xlink:to="loc_us-gaapStockholdersEquity" xlink:type="arc" weight="1" />
    </link:calculationLink>
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/BalanceSheetsParenthetical" xlink:title="00000003 - Statement - Consolidated Balance Sheets (Parenthetical)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/StatementsOfOperationsAndComprehensiveLoss" xlink:title="00000004 - Statement - Consolidated Statements of Operations and Comprehensive Loss">
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_GrossProfit" xlink:label="loc_us-gaapGrossProfit" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_RevenueFromContractWithCustomerExcludingAssessedTax" xlink:label="loc_us-gaapRevenueFromContractWithCustomerExcludingAssessedTax" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapGrossProfit" xlink:to="loc_us-gaapRevenueFromContractWithCustomerExcludingAssessedTax" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_CostOfRevenue" xlink:label="loc_us-gaapCostOfRevenue" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapGrossProfit" xlink:to="loc_us-gaapCostOfRevenue" xlink:type="arc" weight="-1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingExpenses" xlink:label="loc_us-gaapOperatingExpenses" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_SellingGeneralAndAdministrativeExpense" xlink:label="loc_us-gaapSellingGeneralAndAdministrativeExpense" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapOperatingExpenses" xlink:to="loc_us-gaapSellingGeneralAndAdministrativeExpense" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ResearchAndDevelopmentExpense" xlink:label="loc_us-gaapResearchAndDevelopmentExpense" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapOperatingExpenses" xlink:to="loc_us-gaapResearchAndDevelopmentExpense" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingIncomeLoss" xlink:label="loc_us-gaapOperatingIncomeLoss" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapOperatingIncomeLoss" xlink:to="loc_us-gaapGrossProfit" xlink:type="arc" weight="1" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapOperatingIncomeLoss" xlink:to="loc_us-gaapOperatingExpenses" xlink:type="arc" weight="-1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NonoperatingIncomeExpense" xlink:label="loc_us-gaapNonoperatingIncomeExpense" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherOperatingIncomeExpenseNet" xlink:label="loc_us-gaapOtherOperatingIncomeExpenseNet" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNonoperatingIncomeExpense" xlink:to="loc_us-gaapOtherOperatingIncomeExpenseNet" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_InterestIncomeExpenseNet" xlink:label="loc_us-gaapInterestIncomeExpenseNet" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNonoperatingIncomeExpense" xlink:to="loc_us-gaapInterestIncomeExpenseNet" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest" xlink:label="loc_us-gaapIncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapIncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest" xlink:to="loc_us-gaapOperatingIncomeLoss" xlink:type="arc" weight="1" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapIncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest" xlink:to="loc_us-gaapNonoperatingIncomeExpense" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="cupr-20251231.xsd#CUPR_LossBeforeEquityInNetEarningsOfAffiliates" xlink:label="loc_CUPRLossBeforeEquityInNetEarningsOfAffiliates" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_CUPRLossBeforeEquityInNetEarningsOfAffiliates" xlink:to="loc_us-gaapIncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncomeTaxExpenseBenefit" xlink:label="loc_us-gaapIncomeTaxExpenseBenefit" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_CUPRLossBeforeEquityInNetEarningsOfAffiliates" xlink:to="loc_us-gaapIncomeTaxExpenseBenefit" xlink:type="arc" weight="-1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetIncomeLoss" xlink:label="loc_us-gaapNetIncomeLoss" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetIncomeLoss" xlink:to="loc_CUPRLossBeforeEquityInNetEarningsOfAffiliates" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="cupr-20251231.xsd#CUPR_EquityInNetEarningsOfAffiliates" xlink:label="loc_CUPREquityInNetEarningsOfAffiliates" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetIncomeLoss" xlink:to="loc_CUPREquityInNetEarningsOfAffiliates" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ComprehensiveIncomeNetOfTax" xlink:label="loc_us-gaapComprehensiveIncomeNetOfTax" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapComprehensiveIncomeNetOfTax" xlink:to="loc_us-gaapNetIncomeLoss" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherComprehensiveIncomeLossForeignCurrencyTransactionAndTranslationAdjustmentBeforeTax" xlink:label="loc_us-gaapOtherComprehensiveIncomeLossForeignCurrencyTransactionAndTranslationAdjustmentBeforeTax" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapComprehensiveIncomeNetOfTax" xlink:to="loc_us-gaapOtherComprehensiveIncomeLossForeignCurrencyTransactionAndTranslationAdjustmentBeforeTax" xlink:type="arc" weight="1" />
    </link:calculationLink>
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/StatementsOfChangesInShareholdersEquityDeficit" xlink:title="00000005 - Statement - Consolidated Statements of Changes in Shareholders&apos; Equity (Deficit)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/StatementsOfCashFlows" xlink:title="00000006 - Statement - Consolidated Statements of Cash Flows">
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetCashProvidedByUsedInOperatingActivities" xlink:label="loc_us-gaapNetCashProvidedByUsedInOperatingActivities" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProfitLoss" xlink:label="loc_us-gaapProfitLoss" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInOperatingActivities" xlink:to="loc_us-gaapProfitLoss" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_DepreciationAndAmortization" xlink:label="loc_us-gaapDepreciationAndAmortization" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInOperatingActivities" xlink:to="loc_us-gaapDepreciationAndAmortization" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccountsReceivableChangeInMethodCreditLossExpenseReversal" xlink:label="loc_us-gaapAccountsReceivableChangeInMethodCreditLossExpenseReversal" />
      <link:calculationArc order="3" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInOperatingActivities" xlink:to="loc_us-gaapAccountsReceivableChangeInMethodCreditLossExpenseReversal" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_GainLossOnSaleOfPropertyPlantEquipment" xlink:label="loc_us-gaapGainLossOnSaleOfPropertyPlantEquipment" />
      <link:calculationArc order="4" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInOperatingActivities" xlink:to="loc_us-gaapGainLossOnSaleOfPropertyPlantEquipment" xlink:type="arc" weight="-1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_InventoryWriteDown" xlink:label="loc_us-gaapInventoryWriteDown" />
      <link:calculationArc order="5" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInOperatingActivities" xlink:to="loc_us-gaapInventoryWriteDown" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProvisionForLoanLeaseAndOtherLosses" xlink:label="loc_us-gaapProvisionForLoanLeaseAndOtherLosses" />
      <link:calculationArc order="6" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInOperatingActivities" xlink:to="loc_us-gaapProvisionForLoanLeaseAndOtherLosses" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ForeignCurrencyTransactionGainLossBeforeTax" xlink:label="loc_us-gaapForeignCurrencyTransactionGainLossBeforeTax" />
      <link:calculationArc order="7" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInOperatingActivities" xlink:to="loc_us-gaapForeignCurrencyTransactionGainLossBeforeTax" xlink:type="arc" weight="-1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_EquityMethodInvestmentRealizedGainLossOnDisposal" xlink:label="loc_us-gaapEquityMethodInvestmentRealizedGainLossOnDisposal" />
      <link:calculationArc order="8" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInOperatingActivities" xlink:to="loc_us-gaapEquityMethodInvestmentRealizedGainLossOnDisposal" xlink:type="arc" weight="-1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInAccountsReceivable" xlink:label="loc_us-gaapIncreaseDecreaseInAccountsReceivable" />
      <link:calculationArc order="9" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInOperatingActivities" xlink:to="loc_us-gaapIncreaseDecreaseInAccountsReceivable" xlink:type="arc" weight="-1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInContractWithCustomerAsset" xlink:label="loc_us-gaapIncreaseDecreaseInContractWithCustomerAsset" />
      <link:calculationArc order="10" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInOperatingActivities" xlink:to="loc_us-gaapIncreaseDecreaseInContractWithCustomerAsset" xlink:type="arc" weight="-1" />
      <link:loc xlink:type="locator" xlink:href="cupr-20251231.xsd#CUPR_IncreaseDecreaseInOtherAssetsAndDeferredCosts" xlink:label="loc_CUPRIncreaseDecreaseInOtherAssetsAndDeferredCosts" />
      <link:calculationArc order="11" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInOperatingActivities" xlink:to="loc_CUPRIncreaseDecreaseInOtherAssetsAndDeferredCosts" xlink:type="arc" weight="-1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInInventories" xlink:label="loc_us-gaapIncreaseDecreaseInInventories" />
      <link:calculationArc order="12" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInOperatingActivities" xlink:to="loc_us-gaapIncreaseDecreaseInInventories" xlink:type="arc" weight="-1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInAccountsPayableTrade" xlink:label="loc_us-gaapIncreaseDecreaseInAccountsPayableTrade" />
      <link:calculationArc order="13" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInOperatingActivities" xlink:to="loc_us-gaapIncreaseDecreaseInAccountsPayableTrade" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInOtherAccountsPayableAndAccruedLiabilities" xlink:label="loc_us-gaapIncreaseDecreaseInOtherAccountsPayableAndAccruedLiabilities" />
      <link:calculationArc order="14" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInOperatingActivities" xlink:to="loc_us-gaapIncreaseDecreaseInOtherAccountsPayableAndAccruedLiabilities" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInDueToRelatedPartiesCurrent" xlink:label="loc_us-gaapIncreaseDecreaseInDueToRelatedPartiesCurrent" />
      <link:calculationArc order="15" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInOperatingActivities" xlink:to="loc_us-gaapIncreaseDecreaseInDueToRelatedPartiesCurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetCashProvidedByUsedInInvestingActivities" xlink:label="loc_us-gaapNetCashProvidedByUsedInInvestingActivities" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsToAcquirePropertyPlantAndEquipment" xlink:label="loc_us-gaapPaymentsToAcquirePropertyPlantAndEquipment" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInInvestingActivities" xlink:to="loc_us-gaapPaymentsToAcquirePropertyPlantAndEquipment" xlink:type="arc" weight="-1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetCashProvidedByUsedInFinancingActivities" xlink:label="loc_us-gaapNetCashProvidedByUsedInFinancingActivities" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProceedsFromIssuanceOfCommonStock" xlink:label="loc_us-gaapProceedsFromIssuanceOfCommonStock" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInFinancingActivities" xlink:to="loc_us-gaapProceedsFromIssuanceOfCommonStock" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsOfFinancingCosts" xlink:label="loc_us-gaapPaymentsOfFinancingCosts" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInFinancingActivities" xlink:to="loc_us-gaapPaymentsOfFinancingCosts" xlink:type="arc" weight="-1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProceedsFromBankDebt" xlink:label="loc_us-gaapProceedsFromBankDebt" />
      <link:calculationArc order="3" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInFinancingActivities" xlink:to="loc_us-gaapProceedsFromBankDebt" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_RepaymentsOfBankDebt" xlink:label="loc_us-gaapRepaymentsOfBankDebt" />
      <link:calculationArc order="4" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInFinancingActivities" xlink:to="loc_us-gaapRepaymentsOfBankDebt" xlink:type="arc" weight="-1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProceedsFromRepaymentsOfRelatedPartyDebt" xlink:label="loc_us-gaapProceedsFromRepaymentsOfRelatedPartyDebt" />
      <link:calculationArc order="5" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapNetCashProvidedByUsedInFinancingActivities" xlink:to="loc_us-gaapProceedsFromRepaymentsOfRelatedPartyDebt" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseExcludingExchangeRateEffect" xlink:label="loc_us-gaapCashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseExcludingExchangeRateEffect" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapCashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseExcludingExchangeRateEffect" xlink:to="loc_us-gaapNetCashProvidedByUsedInOperatingActivities" xlink:type="arc" weight="1" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapCashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseExcludingExchangeRateEffect" xlink:to="loc_us-gaapNetCashProvidedByUsedInInvestingActivities" xlink:type="arc" weight="1" />
      <link:calculationArc order="3" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapCashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseExcludingExchangeRateEffect" xlink:to="loc_us-gaapNetCashProvidedByUsedInFinancingActivities" xlink:type="arc" weight="1" />
    </link:calculationLink>
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/OrganizationAndBusinessOverview" xlink:title="999007 - Disclosure - Organization and business overview" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/SummaryOfSignificantAccountingPolicies" xlink:title="999008 - Disclosure - Summary of significant accounting policies" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/AccountReceivableNet" xlink:title="999009 - Disclosure - Account receivable, net" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/OtherAssets" xlink:title="999010 - Disclosure - Other assets" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/PropertyAndEquipmentNet" xlink:title="999011 - Disclosure - Property and equipment, net" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/InvestmentsAtEquity" xlink:title="999012 - Disclosure - Investments at equity" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/Leases" xlink:title="999013 - Disclosure - Leases" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/AccrualsAndOtherCurrentLiabilities" xlink:title="999014 - Disclosure - Accruals and other current liabilities" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/Equity" xlink:title="999015 - Disclosure - Equity" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/RelatedPartyTransactionsAndBalances" xlink:title="999016 - Disclosure - Related party transactions and balances" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/BankLoans" xlink:title="999017 - Disclosure - Bank loans" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/IncomeTaxes" xlink:title="999018 - Disclosure - Income taxes" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/OtherIncome" xlink:title="999019 - Disclosure - Other income" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/LossPerShare" xlink:title="999020 - Disclosure - Loss per share" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/SegmentInformation" xlink:title="999021 - Disclosure - Segment information" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/CommitmentAndContingencies" xlink:title="999022 - Disclosure - Commitment and Contingencies" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/SubsequentEvents" xlink:title="999023 - Disclosure - Subsequent events" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/SummaryOfSignificantAccountingPoliciesPolicies" xlink:title="999024 - Disclosure - Summary of significant accounting policies (Policies)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/OrganizationAndBusinessOverviewTables" xlink:title="999025 - Disclosure - Organization and business overview (Tables)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/SummaryOfSignificantAccountingPoliciesTables" xlink:title="999026 - Disclosure - Summary of significant accounting policies (Tables)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/AccountReceivableNetTables" xlink:title="999027 - Disclosure - Account receivable, net (Tables)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/OtherAssetsTables" xlink:title="999028 - Disclosure - Other assets (Tables)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/PropertyAndEquipmentNetTables" xlink:title="999029 - Disclosure - Property and equipment, net (Tables)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/InvestmentsAtEquityTables" xlink:title="999030 - Disclosure - Investments at equity (Tables)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/LeasesTables" xlink:title="999031 - Disclosure - Leases (Tables)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/AccrualsAndOtherCurrentLiabilitiesTables" xlink:title="999032 - Disclosure - Accruals and other current liabilities (Tables)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/RelatedPartyTransactionsAndBalancesTables" xlink:title="999033 - Disclosure - Related party transactions and balances (Tables)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/BankLoansTables" xlink:title="999034 - Disclosure - Bank loans (Tables)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/IncomeTaxesTables" xlink:title="999035 - Disclosure - Income taxes (Tables)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/OtherIncomeTables" xlink:title="999036 - Disclosure - Other income (Tables)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/LossPerShareTables" xlink:title="999037 - Disclosure - Loss per share (Tables)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/SegmentInformationTables" xlink:title="999038 - Disclosure - Segment information (Tables)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfCompanyAndSubsidiariesDetails" xlink:title="999039 - Disclosure - Schedule of company and subsidiaries (Details)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/OrganizationAndBusinessOverviewDetailsNarrative" xlink:title="999040 - Disclosure - Organization and business overview (Details Narrative)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfEstimatedUsefulLivesDetails" xlink:title="999041 - Disclosure - Schedule of estimated useful lives (Details)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/SummaryOfSignificantAccountingPoliciesDetailsNarrative" xlink:title="999042 - Disclosure - Summary of significant accounting policies (Details Narrative)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfAccountReceivableDetails" xlink:title="999043 - Disclosure - Schedule of account receivable (Details)">
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccountsReceivableNetCurrent" xlink:label="loc_us-gaapAccountsReceivableNetCurrent" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccountsReceivableGrossCurrent" xlink:label="loc_us-gaapAccountsReceivableGrossCurrent" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapAccountsReceivableNetCurrent" xlink:to="loc_us-gaapAccountsReceivableGrossCurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AllowanceForDoubtfulAccountsReceivable" xlink:label="loc_us-gaapAllowanceForDoubtfulAccountsReceivable" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapAccountsReceivableNetCurrent" xlink:to="loc_us-gaapAllowanceForDoubtfulAccountsReceivable" xlink:type="arc" weight="-1" />
    </link:calculationLink>
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfAllowanceDoubtfulAccountsDetails" xlink:title="999044 - Disclosure - Schedule of allowance doubtful accounts (Details)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfOtherCurrentAssetsDetails" xlink:title="999045 - Disclosure - Schedule of other current assets (Details)">
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherAssetsCurrent" xlink:label="loc_us-gaapOtherAssetsCurrent" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PrepaidExpenseAndOtherAssetsCurrent" xlink:label="loc_us-gaapPrepaidExpenseAndOtherAssetsCurrent" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapOtherAssetsCurrent" xlink:to="loc_us-gaapPrepaidExpenseAndOtherAssetsCurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_DepositAssets" xlink:label="loc_us-gaapDepositAssets" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapOtherAssetsCurrent" xlink:to="loc_us-gaapDepositAssets" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="cupr-20251231.xsd#CUPR_OtherAssetCurrent" xlink:label="loc_CUPROtherAssetCurrent" />
      <link:calculationArc order="3" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapOtherAssetsCurrent" xlink:to="loc_CUPROtherAssetCurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherAssets" xlink:label="loc_us-gaapOtherAssets" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapOtherAssets" xlink:to="loc_us-gaapOtherAssetsCurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherAssetsNoncurrent" xlink:label="loc_us-gaapOtherAssetsNoncurrent" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapOtherAssets" xlink:to="loc_us-gaapOtherAssetsNoncurrent" xlink:type="arc" weight="1" />
    </link:calculationLink>
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfPropertyAndEquipmentDetails" xlink:title="999046 - Disclosure - Schedule of property and equipment (Details)">
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PropertyPlantAndEquipmentNet" xlink:label="loc_us-gaapPropertyPlantAndEquipmentNet" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PropertyPlantAndEquipmentGross" xlink:label="loc_us-gaapPropertyPlantAndEquipmentGross" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapPropertyPlantAndEquipmentNet" xlink:to="loc_us-gaapPropertyPlantAndEquipmentGross" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccumulatedDepreciationDepletionAndAmortizationPropertyPlantAndEquipment" xlink:label="loc_us-gaapAccumulatedDepreciationDepletionAndAmortizationPropertyPlantAndEquipment" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapPropertyPlantAndEquipmentNet" xlink:to="loc_us-gaapAccumulatedDepreciationDepletionAndAmortizationPropertyPlantAndEquipment" xlink:type="arc" weight="-1" />
    </link:calculationLink>
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/PropertyAndEquipmentNetDetailsNarrative" xlink:title="999047 - Disclosure - Property and equipment, net (Details Narrative)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfFinancialInformationOfJointVentureAndAssociateDetails" xlink:title="999048 - Disclosure - Schedule of financial information of the joint venture and associate (Details)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/InvestmentsAtEquityDetailsNarrative" xlink:title="999049 - Disclosure - Investments at equity (Details Narrative)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfNon-cancellableOperatingLeaseContractsDetails" xlink:title="999050 - Disclosure - Schedule of non-cancellable operating lease contracts (Details)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfAmountRecognizedInConsolidatedBalanceSheetsDetails" xlink:title="999051 - Disclosure - Schedule of amount recognized in the consolidated balance sheets (Details)">
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingLeaseLiability" xlink:label="loc_us-gaapOperatingLeaseLiability" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingLeaseLiabilityCurrent" xlink:label="loc_us-gaapOperatingLeaseLiabilityCurrent" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapOperatingLeaseLiability" xlink:to="loc_us-gaapOperatingLeaseLiabilityCurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingLeaseLiabilityNoncurrent" xlink:label="loc_us-gaapOperatingLeaseLiabilityNoncurrent" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapOperatingLeaseLiability" xlink:to="loc_us-gaapOperatingLeaseLiabilityNoncurrent" xlink:type="arc" weight="1" />
    </link:calculationLink>
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfLeaseCostDetails" xlink:title="999052 - Disclosure - Schedule of lease cost (Details)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfSupplementalCashFlowInformationRelatedToLeasesDetails" xlink:title="999053 - Disclosure - Schedule of supplemental cash flow information related to leases (Details)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfFutureMinimumLeasePaymentsUnderNon-cancellableOperatingLeaseAgreementsDetails" xlink:title="999054 - Disclosure - Schedule of future minimum lease payments under non-cancellable operating lease agreements (Details)">
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LesseeOperatingLeaseLiabilityPaymentsDue" xlink:label="loc_us-gaapLesseeOperatingLeaseLiabilityPaymentsDue" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LesseeOperatingLeaseLiabilityPaymentsDueNextTwelveMonths" xlink:label="loc_us-gaapLesseeOperatingLeaseLiabilityPaymentsDueNextTwelveMonths" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLesseeOperatingLeaseLiabilityPaymentsDue" xlink:to="loc_us-gaapLesseeOperatingLeaseLiabilityPaymentsDueNextTwelveMonths" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LesseeOperatingLeaseLiabilityPaymentsDueYearTwo" xlink:label="loc_us-gaapLesseeOperatingLeaseLiabilityPaymentsDueYearTwo" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLesseeOperatingLeaseLiabilityPaymentsDue" xlink:to="loc_us-gaapLesseeOperatingLeaseLiabilityPaymentsDueYearTwo" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LesseeOperatingLeaseLiabilityPaymentsDueYearThree" xlink:label="loc_us-gaapLesseeOperatingLeaseLiabilityPaymentsDueYearThree" />
      <link:calculationArc order="3" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLesseeOperatingLeaseLiabilityPaymentsDue" xlink:to="loc_us-gaapLesseeOperatingLeaseLiabilityPaymentsDueYearThree" xlink:type="arc" weight="1" />
    </link:calculationLink>
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfOtherSupplementalInformationAboutLeaseDetails" xlink:title="999055 - Disclosure - Schedule of other supplemental information about lease (Details)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/LeasesDetailsNarrative" xlink:title="999056 - Disclosure - Leases (Details Narrative)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfAccrualsAndOtherCurrentLiabilitiesDetails" xlink:title="999057 - Disclosure - Schedule of accruals and other current liabilities (Details)">
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccruedLiabilitiesCurrent" xlink:label="loc_us-gaapAccruedLiabilitiesCurrent" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherAccruedLiabilitiesCurrent" xlink:label="loc_us-gaapOtherAccruedLiabilitiesCurrent" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapAccruedLiabilitiesCurrent" xlink:to="loc_us-gaapOtherAccruedLiabilitiesCurrent" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccountsPayableOtherCurrent" xlink:label="loc_us-gaapAccountsPayableOtherCurrent" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapAccruedLiabilitiesCurrent" xlink:to="loc_us-gaapAccountsPayableOtherCurrent" xlink:type="arc" weight="1" />
    </link:calculationLink>
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/EquityDetailsNarrative" xlink:title="999058 - Disclosure - Equity (Details Narrative)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfMajorRelatedPartiesAndTheirRelationshipsWithCompanyDetails" xlink:title="999059 - Disclosure - Schedule of major related parties and their relationships with the company (Details)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/RelatedPartyTransactionsAndBalancesDetailsNarrative" xlink:title="999060 - Disclosure - Related party transactions and balances (Details Narrative)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfMaturitiesDetails" xlink:title="999061 - Disclosure - Schedule of maturities (Details)">
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LongTermDebt" xlink:label="loc_us-gaapLongTermDebt" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LongTermDebtMaturitiesRepaymentsOfPrincipalInNextTwelveMonths" xlink:label="loc_us-gaapLongTermDebtMaturitiesRepaymentsOfPrincipalInNextTwelveMonths" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLongTermDebt" xlink:to="loc_us-gaapLongTermDebtMaturitiesRepaymentsOfPrincipalInNextTwelveMonths" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LongTermDebtMaturitiesRepaymentsOfPrincipalInYearTwo" xlink:label="loc_us-gaapLongTermDebtMaturitiesRepaymentsOfPrincipalInYearTwo" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLongTermDebt" xlink:to="loc_us-gaapLongTermDebtMaturitiesRepaymentsOfPrincipalInYearTwo" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LongTermDebtMaturitiesRepaymentsOfPrincipalInYearThree" xlink:label="loc_us-gaapLongTermDebtMaturitiesRepaymentsOfPrincipalInYearThree" />
      <link:calculationArc order="3" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLongTermDebt" xlink:to="loc_us-gaapLongTermDebtMaturitiesRepaymentsOfPrincipalInYearThree" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LongTermDebtMaturitiesRepaymentsOfPrincipalInYearFour" xlink:label="loc_us-gaapLongTermDebtMaturitiesRepaymentsOfPrincipalInYearFour" />
      <link:calculationArc order="4" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapLongTermDebt" xlink:to="loc_us-gaapLongTermDebtMaturitiesRepaymentsOfPrincipalInYearFour" xlink:type="arc" weight="1" />
    </link:calculationLink>
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/BankLoansDetailsNarrative" xlink:title="999062 - Disclosure - Bank loans (Details Narrative)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfSignificantComponentsOfProvisionForIncomeTaxesDetails" xlink:title="999063 - Disclosure - Schedule of significant components of the provision for income taxes (Details)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfReconciliationBetweenOfStatutoryTaxRateToEffectiveTaxRateDetails" xlink:title="999064 - Disclosure - Schedule of reconciliation between of the statutory tax rate to the effective tax rate (Details)">
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_EffectiveIncomeTaxRateContinuingOperations" xlink:label="loc_us-gaapEffectiveIncomeTaxRateContinuingOperations" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_EffectiveIncomeTaxRateReconciliationAtFederalStatutoryIncomeTaxRate" xlink:label="loc_us-gaapEffectiveIncomeTaxRateReconciliationAtFederalStatutoryIncomeTaxRate" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapEffectiveIncomeTaxRateContinuingOperations" xlink:to="loc_us-gaapEffectiveIncomeTaxRateReconciliationAtFederalStatutoryIncomeTaxRate" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_EffectiveIncomeTaxRateReconciliationNondeductibleExpense" xlink:label="loc_us-gaapEffectiveIncomeTaxRateReconciliationNondeductibleExpense" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapEffectiveIncomeTaxRateContinuingOperations" xlink:to="loc_us-gaapEffectiveIncomeTaxRateReconciliationNondeductibleExpense" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_EffectiveIncomeTaxRateReconciliationOtherAdjustments" xlink:label="loc_us-gaapEffectiveIncomeTaxRateReconciliationOtherAdjustments" />
      <link:calculationArc order="3" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapEffectiveIncomeTaxRateContinuingOperations" xlink:to="loc_us-gaapEffectiveIncomeTaxRateReconciliationOtherAdjustments" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="cupr-20251231.xsd#CUPR_EffectiveIncomeTaxReconciliationTemporaryTaxAdjustments" xlink:label="loc_CUPREffectiveIncomeTaxReconciliationTemporaryTaxAdjustments" />
      <link:calculationArc order="4" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapEffectiveIncomeTaxRateContinuingOperations" xlink:to="loc_CUPREffectiveIncomeTaxReconciliationTemporaryTaxAdjustments" xlink:type="arc" weight="1" />
    </link:calculationLink>
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfDeferredTaxDetails" xlink:title="999065 - Disclosure - Schedule of deferred tax (Details)">
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_DeferredTaxAssetsNet" xlink:label="loc_us-gaapDeferredTaxAssetsNet" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_DeferredTaxAssetsGross" xlink:label="loc_us-gaapDeferredTaxAssetsGross" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapDeferredTaxAssetsNet" xlink:to="loc_us-gaapDeferredTaxAssetsGross" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_DeferredTaxAssetsValuationAllowance" xlink:label="loc_us-gaapDeferredTaxAssetsValuationAllowance" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapDeferredTaxAssetsNet" xlink:to="loc_us-gaapDeferredTaxAssetsValuationAllowance" xlink:type="arc" weight="-1" />
    </link:calculationLink>
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/IncomeTaxesDetailsNarrative" xlink:title="999066 - Disclosure - Income taxes (Details Narrative)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfOtherIncomeDetails" xlink:title="999067 - Disclosure - Schedule of other income (Details)">
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherOperatingIncomeExpenseNet" xlink:label="loc_us-gaapOtherOperatingIncomeExpenseNet" />
      <link:loc xlink:type="locator" xlink:href="cupr-20251231.xsd#CUPR_GovernmentGrants" xlink:label="loc_CUPRGovernmentGrants" />
      <link:calculationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapOtherOperatingIncomeExpenseNet" xlink:to="loc_CUPRGovernmentGrants" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="cupr-20251231.xsd#CUPR_CashFundTransferRebates" xlink:label="loc_CUPRCashFundTransferRebates" />
      <link:calculationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapOtherOperatingIncomeExpenseNet" xlink:to="loc_CUPRCashFundTransferRebates" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_InterestAndOtherIncome" xlink:label="loc_us-gaapInterestAndOtherIncome" />
      <link:calculationArc order="3" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapOtherOperatingIncomeExpenseNet" xlink:to="loc_us-gaapInterestAndOtherIncome" xlink:type="arc" weight="1" />
      <link:loc xlink:type="locator" xlink:href="cupr-20251231.xsd#CUPR_UsageOfCertifiedFacilities" xlink:label="loc_CUPRUsageOfCertifiedFacilities" />
      <link:calculationArc order="4" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaapOtherOperatingIncomeExpenseNet" xlink:to="loc_CUPRUsageOfCertifiedFacilities" xlink:type="arc" weight="1" />
    </link:calculationLink>
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfCalculationOfBasicAndDilutedNetIncomePerShareDetails" xlink:title="999068 - Disclosure - Schedule of calculation of basic and diluted net income per share (Details)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/ScheduleOfOperationOfBusinessSegmentsDetails" xlink:title="999069 - Disclosure - Schedule of operation of business segments (Details)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/SegmentInformationDetailsNarrative" xlink:title="999070 - Disclosure - Segment information (Details Narrative)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/CommitmentAndContingenciesDetailsNarrative" xlink:title="999071 - Disclosure - Commitment and Contingencies (Details Narrative)" />
    <link:calculationLink xlink:type="extended" xlink:role="http://cuprina.com/role/SubsequentEventsDetailsNarrative" xlink:title="999072 - Disclosure - Subsequent events (Details Narrative)" />
</link:linkbase>
