1.0 2016-09-30 23:04:56 UTC 2020-03-13 16:34:15 UTC BMDB0003501 BMDB03501 3,4-Dihydroxy-trans-cinnamate Caffeic acid, also known as caffeate, belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. Caffeic acid exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. Caffeic acid exists in all living species, ranging from bacteria to humans. Caffeic acid is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. 3,4-Dihydroxycinnamic acid Caffeate Caffeic acid 3,4-Dihydroxycinnamate cis-Caffeate 3,4-Dihydroxybenzeneacrylate 3,4-Dihydroxybenzeneacrylic acid Caffeic acid pure Caffeicacid (2Z)-3-(3,4-Dihydroxyphenyl)-2-propenoic acid (Z)-3-(3,4-Dihydroxyphenyl)-2-propenoic acid (Z)-Caffeic acid 3-(3,4-Dihydroxyphenyl)-2-propenoic acid 3-(3,4-Dihydroxyphenyl)propenoic acid 4-(2'-Carboxyvinyl)-1,2-dihydroxybenzene 4-(2-Carboxyethenyl)-1,2-dihydroxybenzene 4-(2’-carboxyvinyl)-1,2-dihydroxybenzene DHCA Isocaffeic acid cis-3,4-Dihydroxycinnamic acid cis-Caffeic acid C9H8O4 180.1574 180.042258744 (2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid caffeicacid 4361-87-9 OC(=O)\C=C/C1=CC(O)=C(O)C=C1 InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2- QAIPRVGONGVQAS-RQOWECAXSA-N belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. Organic compounds Phenylpropanoids and polyketides Cinnamic acids and derivatives Hydroxycinnamic acids and derivatives Hydroxycinnamic acids 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Carbonyl compounds Carboxylic acids Catechols Cinnamic acids Coumaric acids and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Styrenes 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Aromatic homomonocyclic compound Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Catechol Cinnamic acid Coumaric acid or derivatives Hydrocarbon derivative Hydroxycinnamic acid Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Phenol Styrene Aromatic homomonocyclic compounds caffeic acid Solid logp 1.35 logp 1.53 ChemAxon pka_strongest_acidic 3.14 ChemAxon pka_strongest_basic -6.3 ChemAxon iupac (2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid ChemAxon average_mass 180.1574 ChemAxon mono_mass 180.042258744 ChemAxon smiles OC(=O)\C=C/C1=CC(O)=C(O)C=C1 ChemAxon formula C9H8O4 ChemAxon inchi InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2- ChemAxon inchikey QAIPRVGONGVQAS-RQOWECAXSA-N ChemAxon polar_surface_area 77.76 ChemAxon refractivity 47.02 ChemAxon polarizability 16.85 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::NmrOneD 1824 Specdb::NmrOneD 2340 Specdb::NmrTwoD 1764 Specdb::EiMs 1339 Specdb::CMs 796 Specdb::CMs 797 Specdb::CMs 1711 Specdb::CMs 15119 Specdb::CMs 30854 Specdb::CMs 30855 Specdb::CMs 31377 Specdb::CMs 31797 Specdb::CMs 38202 Specdb::CMs 135550 Specdb::CMs 143284 Specdb::MsMs 1911 Specdb::MsMs 1912 Specdb::MsMs 1913 Specdb::MsMs 5651 Specdb::MsMs 5652 Specdb::MsMs 5653 Specdb::MsMs 5654 Specdb::MsMs 5655 Specdb::MsMs 5658 Specdb::MsMs 5659 Specdb::MsMs 5660 Specdb::MsMs 5661 Specdb::MsMs 5662 Specdb::MsMs 5663 Specdb::MsMs 5664 Specdb::MsMs 299548 Specdb::MsMs 299549 Specdb::MsMs 299550 Specdb::MsMs 341581 Specdb::MsMs 341582 Specdb::MsMs 341583 Specdb::MsMs 437480 Specdb::MsMs 437481 Specdb::MsMs 437482 Specdb::MsMs 437483 C01481 FDB012666 1266077 1549111 17395 CPD-8098 Caffeic acid 3316