1.0 2016-09-30 22:32:55 UTC 2020-05-11 20:21:08 UTC BMDB0000567 BMDB00567 Cinnamic acid (2Z)-3-Phenyl-2-propenoic acid (2Z)-3-Phenylacrylic acid (Z)-3-Phenyl-2-propenoic acid (Z)-Cinnamic acid cis-beta-Carboxystyrene cis-Zimtsaeure (2Z)-3-Phenyl-2-propenoate (2Z)-3-Phenylacrylate (Z)-3-Phenyl-2-propenoate (Z)-Cinnamate cis-b-Carboxystyrene cis-Β-carboxystyrene Cinnamate Cinnamic acid, 1-(13)C-labeled CPD Cinnamic acid, 13C-labeled CPD trans-Cinnamic acid (e)-Cinnamic acid, 2-(14)C-labeled CPD Cinnamic acid, (Z)-isomer Cinnamic acid, (trans)-(e)-isomer Cinnamic acid, 14C-labeled CPD Cinnamic acid, 3H-labeled CPD (Z)-isomer Cinnamic acid, sodium salt Cinnamic acid, sodium salt(Z)-isomer Sodium cinnamate e-Z Cinnamic acid Cinnamic acid, 2-(13)C-labeled CPD Cinnamic acid, 2-(14)C-labeled CPD Cinnamic acid, 3-(14)C-labeled CPD Cinnamic acid, radical ion(1-) e-Cinnamic acid Cinnamic acid, 1-14C-labeled CPD Cinnamic acid, 14C-labeled CPD (e)-isomer Cinnamic acid, 3H-labeled CPD (e)-isomer Cinnamic acid, ion(1-) Cinnamic acid, ion(1-)-(e)-isomer Cinnamic acid, nickel (+2) salt Cinnamic acid, potassium salt Cinnamic acid, sodium salt(e)-isomer Cinnamic acid, zinc salt(e)-isomer Tritium labeled (e)-cinnamic acid Tritium labeled (Z)-cinnamic acid (e)-3-Phenyl-2-propenoate (e)-3-Phenyl-2-propenoic acid 3-Phenyl-2-propenoate 3-Phenyl-2-propenoic acid 3-Phenyl-acrylate 3-Phenyl-acrylic acid 3-Phenylacrylate 3-Phenylacrylic acid 3-Phenylpropenoate 3-Phenylpropenoic acid Benzenepropenoate Benzenepropenoic acid Benzylideneacetic acid beta-Phenylacrylic acid Cinnamylic acid Phenylacrylate Phenylacrylic acid cis-Cinnamate (Z)-3-Phenylacrylic acid Allocinnamic acid Isocinnamic acid cis-Cinnamic acid Β-phenylacrylic acid Cinnamic acid C9H8O2 148.1586 148.0524295 (2Z)-3-phenylprop-2-enoic acid cis-cinnamic acid 102-94-3 OC(=O)\C=C/C1=CC=CC=C1 InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6- WBYWAXJHAXSJNI-SREVYHEPSA-N belongs to the class of organic compounds known as cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. Organic compounds Phenylpropanoids and polyketides Cinnamic acids and derivatives Cinnamic acids Cinnamic acids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Styrenes Aromatic homomonocyclic compound Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Cinnamic acid Hydrocarbon derivative Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Styrene Aromatic homomonocyclic compounds cinnamic acid Solid melting_point 132 - 135 °C water_solubility 0.57 mg/mL at 25 °C logp 2.13 HANSCH,C ET AL. (1995) logp 2.38 ALOGPS logs -2.38 ALOGPS logp 2.14 ChemAxon pka_strongest_acidic 4.01 ChemAxon iupac (2Z)-3-phenylprop-2-enoic acid ChemAxon average_mass 148.1586 ChemAxon mono_mass 148.0524295 ChemAxon smiles OC(=O)\C=C/C1=CC=CC=C1 ChemAxon formula C9H8O2 ChemAxon inchi InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6- ChemAxon inchikey WBYWAXJHAXSJNI-SREVYHEPSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 43.06 ChemAxon polarizability 15.03 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 2 ChemAxon donor_count 1 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::NmrTwoD 1368 Specdb::CMs 18983 Specdb::CMs 37627 Specdb::CMs 135249 Specdb::CMs 142983 Specdb::CMs 1066146 Specdb::MsIr 643 Specdb::MsIr 644 Specdb::MsIr 645 Specdb::NmrOneD 1423 Specdb::NmrOneD 166573 Specdb::MsMs 791 Specdb::MsMs 792 Specdb::MsMs 793 Specdb::MsMs 308164 Specdb::MsMs 308165 Specdb::MsMs 308166 Specdb::MsMs 352285 Specdb::MsMs 352286 Specdb::MsMs 352287 Specdb::MsMs 2256590 Specdb::MsMs 2258010 Specdb::MsMs 2260015 Specdb::MsMs 2328531 Specdb::MsMs 2328532 Specdb::MsMs 2328533 Specdb::MsMs 2633720 Specdb::MsMs 2633721 Specdb::MsMs 2633722 Liver Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 FDB012698 C10438 10286933 C00034743 5372954 35699 Cinnamic acid 310 An, Hong; He, Xifeng; Fu, Jing. Synthesis of cinnamic acid. Huagong Shikan (2005), 19(7), 32-33, 41.