{"ymdb_id":"YMDB02301","created_at":"2012-06-08T16:16:39.000Z","updated_at":"2016-09-08T18:37:48.000Z","name":"Benzoic acid","cas":"65-85-0","state":"Solid","melting_point":"122.4 oC","description":"Benzoic acid, C6H5COOH, is a colourless crystalline solid and the simplest aromatic carboxylic acid. Benzoic acid occurs naturally free and bound as benzoic acid esters in many plant and animal species. Appreciable amounts have been found in most berries (around 0.05%). Cranberries contain as much as 300-1300 mg free benzoic acid per kg fruit. Benzoic acid is a fungistatic compound that is widely used as a food preservative. Benzoic acid is a byproduct of phenylalanine metabolism in bacteria.  It is also produced when gut bacteria process polyphenols (from ingested fruits or beverages).","experimental_water_solubility":"3.4 mg/mL at 25 oC [YALKOWSKY,SH \u0026 DANNENFELSER,RM (1992)]","experimental_logp_hydrophobicity":"1.87 [HANSCH,C ET AL. (1995)]","location":null,"synthesis_reference":"Hronec, Milan; Mikula, Oldrich; Kopernicky, Ivan; Bucko, Milos; Danilla, Frantisek; Hlinistak, Karol.  Process for benzoic acid manufacture.    Czech.  (1987),     3 pp. ","chebi_id":"30746","hmdb_id":"HMDB01870","kegg_id":"C00180","pubchem_id":"243","cs_id":null,"foodb_id":null,"wikipedia_link":null,"biocyc_id":null,"iupac":"benzoic acid","traditional_iupac":"benzoic acid","logp":"1.630828724","pka":null,"alogps_solubility":"7.08e+00 g/l","alogps_logp":"1.72","alogps_logs":"-1.24","acceptor_count":"2","donor_count":"1","rotatable_bond_count":"1","polar_surface_area":"37.3","refractivity":"33.3142","polarizability":"11.97308273996681","formal_charge":"0","physiological_charge":"-1","pka_strongest_basic":null,"pka_strongest_acidic":"4.07523327743486","bioavailability":"1","number_of_rings":"1","rule_of_five":"1","ghose_filter":"0","veber_rule":"1","mddr_like_rule":"0","synonyms":[" Benzenecarboxylic acid"," Benzeneformate"," Benzeneformic acid"," Benzenemethanoate"," Benzenemethanoic acid"," Benzenemethonic acid"," Benzoate"," benzoic acid"," Benzoic acid sodium salt"," Carboxybenzene"," Diacylate"," Diacylic acid"," Dracylate"," Dracylic acid"," Oracylic acid"," Phenylcarboxylate"," Phenylcarboxylic acid"," Phenylformate"," Phenylformic acid"," Sodium benzoate"," Sodium benzoic acid","Benzenecarboxylate"],"pathways":[],"growth_conditions":[],"references":[{"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":[]}