1.0 2010-04-08 22:07:30 UTC 2026-09-18 18:02:24 UTC FDB007223 Procyanidin Procyanidin, also known as epicatechin-4alpha,8-epicatechin, is a member of the class of compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-tiol. Procyanidin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Procyanidin can be found in cloves, ginkgo nuts, and soursop, which makes procyanidin a potential biomarker for the consumption of these food products. Procyanidins are members of the proanthocyanidin (or condensed tannins) class of flavonoids. They are oligomeric compounds, formed from catechin and epicatechin molecules. They yield cyanidin when depolymerized under oxidative conditions . Procyanidins C30H26O13 594.525 594.137340897 2-(3,4-dihydroxyphenyl)-2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl]oxy}-3,4-dihydro-2H-1-benzopyran-3,4,5,7-tetrol 2-(3,4-dihydroxyphenyl)-2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl]oxy}-3,4-dihydro-1-benzopyran-3,4,5,7-tetrol OC1C(O)C(OC2CC3=C(O)C=C(O)C=C3OC2C2=CC=C(O)C(O)=C2)(OC2=CC(O)=CC(O)=C12)C1=CC=C(O)C(O)=C1 InChI=1S/C30H26O13/c31-14-7-19(35)16-11-25(28(41-23(16)9-14)12-1-3-17(33)20(36)5-12)43-30(13-2-4-18(34)21(37)6-13)29(40)27(39)26-22(38)8-15(32)10-24(26)42-30/h1-10,25,27-29,31-40H,11H2 HGVVOUNEGQIPMS-UHFFFAOYSA-N belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-tiol. Catechins Organic compounds Phenylpropanoids and polyketides Flavonoids Flavans Aromatic heteropolycyclic compounds 1,2-diols 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-hydroxyflavonoids 3-hydroxyflavonoids 4'-hydroxyflavonoids 4-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Benzylethers Catechols Hydrocarbon derivatives Ketals Oxacyclic compounds Secondary alcohols 1,2-diol 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3'-hydroxyflavonoid 3-hydroxyflavonoid 4'-hydroxyflavonoid 4-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Acetal Alcohol Alkyl aryl ether Aromatic heteropolycyclic compound Benzenoid Benzopyran Benzylether Catechin Catechol Chromane Ether Hydrocarbon derivative Hydroxyflavonoid Ketal Monocyclic benzene moiety Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Polyol Secondary alcohol logp 2.27 ALOGPS logs -3.49 ALOGPS solubility 1.92e-01 g/l ALOGPS logp 3.64 ChemAxon pka_strongest_acidic 8.64 ChemAxon pka_strongest_basic -4.7 ChemAxon iupac 2-(3,4-dihydroxyphenyl)-2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl]oxy}-3,4-dihydro-2H-1-benzopyran-3,4,5,7-tetrol ChemAxon average_mass 594.525 ChemAxon mono_mass 594.137340897 ChemAxon smiles OC1C(O)C(OC2CC3=C(O)C=C(O)C=C3OC2C2=CC=C(O)C(O)=C2)(OC2=CC(O)=CC(O)=C12)C1=CC=C(O)C(O)=C1 ChemAxon formula C30H26O13 ChemAxon inchi InChI=1S/C30H26O13/c31-14-7-19(35)16-11-25(28(41-23(16)9-14)12-1-3-17(33)20(36)5-12)43-30(13-2-4-18(34)21(37)6-13)29(40)27(39)26-22(38)8-15(32)10-24(26)42-30/h1-10,25,27-29,31-40H,11H2 ChemAxon inchikey HGVVOUNEGQIPMS-UHFFFAOYSA-N ChemAxon polar_surface_area 229.99 ChemAxon refractivity 147.16 ChemAxon polarizability 57.25 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 13 ChemAxon donor_count 10 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 73293 Specdb::MsMs 73294 Specdb::MsMs 73295 Specdb::MsMs 132441 Specdb::MsMs 132442 Specdb::MsMs 132443 Cloves Type 1 specific Syzygium aromaticum 219868 Ginkgo nuts Type 1 specific Ginkgo biloba 3311 Soursop Type 1 specific Annona muricata 13337 Acetyl-coenzyme A transporter 1 O00400 SLC33A1 Beta-1,4-galactosyltransferase 4 O60513 B4GALT4 Germacrene A synthase Q49SP5 TPGAS_POGCB Proactivator polypeptide P07602 PSAP Anti amnesic 108 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti exudative 273 Anti HIV 333 A substance that destroys or inhibits replication of viruses. Anti hyperglycemic 343 Anti lipoperoxidant 407 Anti metastatic 434 A substance that inhibits or prevents the proliferation of neoplasms. Anti microbial 436 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti peroxidative 520 Anti radicular 572 Anti-adhesive 89 Anti-aging 95 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-allergic 103 A drug used to treat allergic reactions. Anti-angiogenic 115 An agent and endogenous substances that antagonize or inhibit the development of new blood vessels. Anti-apoptotic 125 Anti-cancer 159 A substance that inhibits or prevents the proliferation of neoplasms. Anti-diabetic 228 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-edemic 248 Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-obesity 486 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-oxidant 502 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. Anti-proliferative 548 Anti-spermatogenic 622 Anti-viral 689 A substance that destroys or inhibits replication of viruses. Anti-Zika virus 1441 Antibiotic 147 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Antitumor 672 A substance that inhibits or prevents the proliferation of neoplasms. Apoptotic 704 Capillariprotective 760 Cardioprotective 769 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. Chemopreventive 796 A substance that inhibits or prevents the proliferation of neoplasms. Cytotoxic 859 A role played by the molecular entity or part thereof which causes the development of a pathological process. DNA-protective 887 Elastase inhibitor 897 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. Erectile-Function-Restorer 1475 Hyaluronidase inhibitor 998 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. Hypolipidemic 1020 Inhibitor 1432 A substance that diminishes the rate of a chemical reaction. 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. Synergist 1343 Xanthine oxidase inhibitor 1431 An EC 1.17.3.* (oxidoreductase acting on CH or CH2 with oxygen as acceptor) inhibitor that interferes with the action of xanthine oxidase (EC 1.17.3.2).