{"ymdb_id":"YMDB01571","created_at":"2011-08-11T23:22:51.000Z","updated_at":"2016-10-18T17:12:05.000Z","name":"2-Hydroxy-3-methylvalerate","cas":"488-15-3","state":"Solid","melting_point":null,"description":"2-Hydroxy-3-methylpentanoic acid or 2-hydroxy-3-methylvaleric acid (HMVA) is an organic acid generated by L-isoleucine metabolism.  It is derived from the reduction of 2-Keto-3-methylvaleric acid (KMVA), possibly through the action of a lactate dehydrogenase.  There are 4 stereoisomers of HMVA (2S,3S-HMVA, 2R,3R-HMVA, 2S,3R-HMVA and 2R,3S-HMVA), of which the 2S,3S and 2S,3R derivatives are generally separable. [PMID: 1429566]","experimental_water_solubility":null,"experimental_logp_hydrophobicity":null,"location":null,"synthesis_reference":null,"chebi_id":null,"hmdb_id":"HMDB00317","kegg_id":null,"pubchem_id":"10796774","cs_id":"8972081","foodb_id":null,"wikipedia_link":null,"biocyc_id":null,"iupac":"(2R,3R)-2-hydroxy-3-methylpentanoic acid","traditional_iupac":"2-hydroxy-3-methyl-valerate","logp":"0.8602343683333333","pka":"14.044948135264622","alogps_solubility":"1.49e+02 g/l","alogps_logp":"0.74","alogps_logs":"0.05","acceptor_count":"3","donor_count":"2","rotatable_bond_count":"3","polar_surface_area":"57.53","refractivity":"32.4364","polarizability":"13.773780943384981","formal_charge":"0","physiological_charge":"-1","pka_strongest_basic":"-3.8957913795351873","pka_strongest_acidic":"4.25405925572059","bioavailability":"1","number_of_rings":"0","rule_of_five":"1","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["(2R,3R)-2-Hydroxy-3-methyl-pentanoate","(2R,3R)-2-Hydroxy-3-methyl-pentanoic acid","(2R,3R)-2-Hydroxy-3-methylpentanoate","(2R,3R)-2-Hydroxy-3-methylpentanoic acid","2-Hydroxy-3-methyl-pentanoate","2-Hydroxy-3-methyl-valerate","2-Hydroxy-3-methyl-valeric acid","2-Hydroxy-3-methylpentanoate","2-Hydroxy-3-methylvalerate","2-Hydroxy-3-methylvaleric acid","a-Hydroxy-b-methylvalerate","a-Hydroxy-b-methylvaleric acid","alpha-Hydroxy-beta-methylvalerate","alpha-Hydroxy-beta-methylvaleric acid","HMVA"],"pathways":[],"growth_conditions":[{"growth_media":"YEB media with 0.5 mM glucose","concentration":"1615.0","concentration_units":"\u0026#181;M","error":"81.0"}],"references":[],"proteins":[]}