{"ymdb_id":"YMDB01324","created_at":"2011-07-25T20:17:37.000Z","updated_at":"2016-09-08T18:36:32.000Z","name":"Cinnamic acid","cas":"621-82-9","state":"Solid","melting_point":"132-135 oC","description":"Cinnamic acid is a hydroxycinnamic acid, a type of polyphenol. It is part of the biosynthetic shikimate and phenylpropanoid pathways. Its biosynthesis is performed by action of the enzyme phenylalanine ammonia-lyase (PAL) on phenylalanine. Cinnamic acid has a honey-like odor; it and its more volatile ethyl ester (ethyl cinnamate) are flavor components in the essential oil of cinnamon, in which related cinnamaldehyde is the major constituent.","experimental_water_solubility":"0.57 mg/mL at 25 oC [YALKOWSKY,SH \u0026 DANNENFELSER,RM (1992)]","experimental_logp_hydrophobicity":"2.13 [HANSCH,C ET AL. (1995)]","location":"extracellular","synthesis_reference":"An, Hong; He, Xifeng; Fu, Jing.  Synthesis of cinnamic acid.    Huagong Shikan  (2005),  19(7),  32-33, 41. ","chebi_id":"27386","hmdb_id":"HMDB00567","kegg_id":"C10438","pubchem_id":"444539","cs_id":"24532348","foodb_id":null,"wikipedia_link":"Cinnamic_acid","biocyc_id":"CPD-674","iupac":"(2E)-3-phenylprop-2-enoic acid","traditional_iupac":"cinnamic acid","logp":"2.13608626","pka":null,"alogps_solubility":"6.18e-01 g/l","alogps_logp":"2.38","alogps_logs":"-2.38","acceptor_count":"2","donor_count":"1","rotatable_bond_count":"2","polar_surface_area":"37.3","refractivity":"43.0599","polarizability":"15.428464888087186","formal_charge":"0","physiological_charge":"-1","pka_strongest_basic":null,"pka_strongest_acidic":"4.509231934706283","bioavailability":"1","number_of_rings":"1","rule_of_five":"1","ghose_filter":"0","veber_rule":"1","mddr_like_rule":"0","synonyms":["(2E)-3-Phenyl-2-propenoic acid","(E)-3-phenyl-2-propenoate","(E)-3-phenyl-2-propenoic acid","2-Propenoic acid, 3-phenyl-","3-Phenyl-2-propenoate","3-Phenyl-2-propenoic acid","3-Phenyl-2-propenoic acid (cinnamic acid)","3-phenyl-acrylate","3-phenyl-acrylic acid","3-Phenylacrylate","3-Phenylacrylic acid","3-phenylpropenoate","3-phenylpropenoic acid","b-Phenylacrylic acid","Benzeneacrylic acid","Benzenepropenoate","Benzenepropenoic acid","benzylideneacetic acid","beta-Phenylacrylic acid","Cinnamate","Cinnamic acid","Cinnamylic acid","Kyselina skoricove","Phenylacrylate","Phenylacrylic acid","tert-beta-Phenylacrylic acid"],"pathways":[],"growth_conditions":[],"references":[{"pubmed_id":1917903,"citation":"Okabe, Y., Katayama, N., Iwama, M., Watanabe, H., Ohgi, K., Irie, M., Nitta, K., Kawauchi, H., Takayanagi, Y., Oyama, F., et, a. l. .. (1991). \"Comparative base specificity, stability, and lectin activity of two lectins from eggs of Rana catesbeiana and R. japonica and liver ribonuclease from R. catesbeiana.\" J Biochem 109:786-790."},{"pubmed_id":17439666,"citation":"Castrillo, J. I., Zeef, L. A., Hoyle, D. C., Zhang, N., Hayes, A., Gardner, D. C., Cornell, M. J., Petty, J., Hakes, L., Wardleworth, L., Rash, B., Brown, M., Dunn, W. B., Broadhurst, D., O'Donoghue, K., Hester, S. S., Dunkley, T. P., Hart, S. R., Swainston, N., Li, P., Gaskell, S. J., Paton, N. W., Lilley, K. S., Kell, D. B., Oliver, S. G. (2007). \"Growth control of the eukaryote cell: a systems biology study in yeast.\" J Biol 6:4."}],"proteins":[]}