1.0 2010-04-08 22:05:14 UTC 2025-11-18 22:34:57 UTC FDB002103 Carpaine Alkaloid from leaves of Carica papaya (papaya) Carpaine is one of the major alkaloid components of papaya leaves which has been studied for its cardiovascular effects. Circulatory effects of carpaine were studied in Wistar male rats weighing 314 +/- 13 g, under pentobarbital (30 mg/kg) anesthesia. Increasing dosages of carpaine from 0.5 mg/kg to 2.0 mg/kg resulted in progressive decrease in systolic, diastolic, and mean arterial blood pressure. Selective autonomic nervous blockade with atropine sulfate (1 mg/kg) or propranolol hydrochloride (8 mg/kg) did not alter the circulatory response to carpaine. Carpaine, 2 mg/kg, reduced cardiac output, stroke volume, stroke work, and cardiac power, but the calculated total peripheral resistance remained unchanged. It is concluded from these results that carpaine affects the myocardium directly. The effects of carpaine may be related to its macrocyclic dilactone structure, a possible cation chelating structure. Carpaine is found in papaya, fruits, and fenugreek. C28H50N2O4 478.7076 478.377058098 13,26-dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.2¹¹,¹⁴]triacontane-3,16-dione carpaine 3463-92-1 CC1NC2CCC1OC(=O)CCCCCCCC1CCC(OC(=O)CCCCCCC2)C(C)N1 InChI=1S/C28H50N2O4/c1-21-25-19-17-23(29-21)13-9-5-3-8-12-16-28(32)34-26-20-18-24(30-22(26)2)14-10-6-4-7-11-15-27(31)33-25/h21-26,29-30H,3-20H2,1-2H3 AMSCMASJCYVAIF-UHFFFAOYSA-N belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. Macrolides and analogues Organic compounds Phenylpropanoids and polyketides Macrolides and analogues Aliphatic heteropolycyclic compounds Amino acids and derivatives Azacyclic compounds Carbonyl compounds Carboxylic acid esters Dialkylamines Dicarboxylic acids and derivatives Hydrocarbon derivatives Lactones Organic oxides Organopnictogen compounds Oxacyclic compounds Piperidines Aliphatic heteropolycyclic compound Amine Amino acid or derivatives Azacycle Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Hydrocarbon derivative Lactone Macrolide Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Piperidine Secondary aliphatic amine Secondary amine logp 4.48 ALOGPS logs -5.77 ALOGPS solubility 8.18e-04 g/l ALOGPS melting_point Mp 119-120° (117-118.5°) logp 5.9 ChemAxon pka_strongest_basic 9.9 ChemAxon iupac 13,26-dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.2¹¹,¹⁴]triacontane-3,16-dione ChemAxon average_mass 478.7076 ChemAxon mono_mass 478.377058098 ChemAxon smiles CC1NC2CCC1OC(=O)CCCCCCCC1CCC(OC(=O)CCCCCCC2)C(C)N1 ChemAxon formula C28H50N2O4 ChemAxon inchi InChI=1S/C28H50N2O4/c1-21-25-19-17-23(29-21)13-9-5-3-8-12-16-28(32)34-26-20-18-24(30-22(26)2)14-10-6-4-7-11-15-27(31)33-25/h21-26,29-30H,3-20H2,1-2H3 ChemAxon inchikey AMSCMASJCYVAIF-UHFFFAOYSA-N ChemAxon polar_surface_area 76.66 ChemAxon refractivity 134.68 ChemAxon polarizability 57.12 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25932 Specdb::CMs 161708 Specdb::MsMs 9437 Specdb::MsMs 9438 Specdb::MsMs 9439 Specdb::MsMs 16109 Specdb::MsMs 16110 Specdb::MsMs 16111 Specdb::MsMs 2791709 Specdb::MsMs 2791710 Specdb::MsMs 2791711 Specdb::MsMs 2916719 Specdb::MsMs 2916720 Specdb::MsMs 2916721 HMDB0030272 Fenugreek Type 1 specific Trigonella foenum-graecum 78534 Fruits Unknown generic Papaya Type 1 specific Carica papaya 3649 Amebicide 48 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti dysenteric 238 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-tubercular 670 A substance that kills or slows the growth of bacteria. Antitumor 672 A substance that inhibits or prevents the proliferation of neoplasms. Cardiodepressant 766 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. Cardiotonic 771 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. Central nervous system depressant 812 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system. Diuretic 883 An agent that promotes the excretion of urine through its effects on kidney function. Hypotensive 1021 Paralytic 1196 Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Protisticide 1266 Respiradepressant 1285 Trichuricide 1381 Vasoconstrictor 1412 Drug used to cause constriction of the blood vessels. Vermicide 1421