2.02012-08-09 09:16:11 -06002015-09-13 15:15:33 -0600ECMDB21422M2MDB001817Cinnamic acidCinnamic acid has the formula C6H5CHCHCOOH and is an odorless white crystalline acid, which is slightly soluble in water. It has a melting point of 133 degree centigrade and a boiling point of 300 degree centigrade. It is an intermediate in the degradation of aromatic compounds in E. coli and is a substrate for several dioxygenases.(E)-3-phenyl-2-propenoate(E)-3-phenyl-2-propenoic acid3-Phenyl-2-propenoate3-Phenyl-2-propenoic acid3-phenyl-acrylate3-phenyl-acrylic acid3-Phenylacrylate3-Phenylacrylic acid3-phenylpropenoate3-phenylpropenoic acidb-Phenylacrylateb-Phenylacrylic acidBenzenepropenoateBenzenepropenoic acidBenzylideneacetateBenzylideneacetic acidbeta-PhenylacrylateBeta-Phenylacrylic acidCinnamateCinnamylateCinnamylic acidPhenylacrylatePhenylacrylic acidβ-Phenylacrylateβ-Phenylacrylic acidC9H8O2148.1586148.0524295(2Z)-3-phenylprop-2-enoic acidcis-cinnamic acid621-82-9OC(=O)\C=C/C1=CC=CC=C1InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6-WBYWAXJHAXSJNI-SREVYHEPSA-NSolidMembranelogp2.38logs-2.38solubility6.18e-01 g/lmelting_point132-135 oClogp2.14pka_strongest_acidic4.01iupac(2Z)-3-phenylprop-2-enoic acidaverage_mass148.1586mono_mass148.0524295smilesOC(=O)\C=C/C1=CC=CC=C1formulaC9H8O2inchiInChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6-inchikeyWBYWAXJHAXSJNI-SREVYHEPSA-Npolar_surface_area37.3refractivity43.06polarizability15.03rotatable_bond_count2acceptor_count2donor_count1physiological_charge-1formal_charge0Specdb::CMs18983Specdb::CMs37627Specdb::CMs135249Specdb::CMs142983Specdb::CMs1066146Specdb::NmrOneD1423Specdb::NmrOneD166573Specdb::MsMs791Specdb::MsMs792Specdb::MsMs793Specdb::MsMs308164Specdb::MsMs308165Specdb::MsMs308166Specdb::MsMs352285Specdb::MsMs352286Specdb::MsMs352287Specdb::MsMs2256590Specdb::MsMs2258010Specdb::MsMs2260015Specdb::MsMs2328531Specdb::MsMs2328532Specdb::MsMs2328533Specdb::MsMs2633720Specdb::MsMs2633721Specdb::MsMs2633722Specdb::NmrTwoD1368HMDB0056744453910286933C1043827386Cinnamic acidWinder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948.18331064Kukongviriyapan V, Phromsopha N, Tassaneeyakul W, Kukongviriyapan U, Sripa B, Hahnvajanawong V, Bhudhisawasdi V: Inhibitory effects of polyphenolic compounds on human arylamine N-acetyltransferase 1 and 2. Xenobiotica. 2006 Jan;36(1):15-28.16507510An, Hong; He, Xifeng; Fu, Jing. Synthesis of cinnamic acid. Huagong Shikan (2005), 19(7), 32-33, 41. http://hmdb.ca/system/metabolites/msds/000/000/486/original/HMDB00567.pdf?13584630813-phenylpropionate/cinnamic acid dioxygenase subunit alphaP0ABR5HCAE_ECOLIhcaEhttp://ecmdb.ca/proteins/P0ABR5.xml3-phenylpropionate/cinnamic acid dioxygenase ferredoxin subunitP0ABW0HCAC_ECOLIhcaChttp://ecmdb.ca/proteins/P0ABW0.xml3-phenylpropionate/cinnamic acid dioxygenase subunit betaQ47140HCAF_ECOLIhcaFhttp://ecmdb.ca/proteins/Q47140.xmlCinnamic acid + NADH + Oxygen <> cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol + NADPW_R003835