2.0 2012-08-09 09:16:12 -0600 2015-09-13 12:56:16 -0600 ECMDB21426 M2MDB001821 Phenyllactic acid Phenyllactic acid is a lactic acid in which one of the methyl hydrogens is substituted by a phenyl group. Phenyllactic acid (or 3-phenyllactic acid) has two stereoisomers: (R)-3-phenyllactic acid and (S)-3-phenyllactic acid. (ChEBI) Phenyllactic acid is also similar in structure to the amino acid phenylalanine, except with the amino group in phenylalanine replaced by a hydroxyl group. (inferred from compound structure) 2-Hydroxy-3-phenylpropanoate 2-Hydroxy-3-phenylpropanoic acid 2-Hydroxy-3-phenylpropionate 2-Hydroxy-3-phenylpropionic acid 3-Phenyl-2-hydroxypropanoate 3-Phenyl-2-hydroxypropanoic acid 3-Phenyllactate 3-Phenyllactic acid A-Hydroxybenzenepropanoate A-Hydroxybenzenepropanoic acid Alpha-Hydroxybenzenepropanoate Alpha-Hydroxybenzenepropanoic acid B-Phenyllactate b-Phenyllactic acid Beta-Phenyllactate Beta-Phenyllactic acid DL-2-Hydroxy-3-phenylpropionate DL-2-Hydroxy-3-phenylpropionic acid DL-3-Phenyllactate DL-3-Phenyllactic acid DL-b-Phenyllactate DL-b-Phenyllactic acid DL-beta-Phenyllactate DL-beta-Phenyllactic acid DL-β-Phenyllactate DL-β-Phenyllactic acid Phenyllactate α-Hydroxybenzenepropanoate α-Hydroxybenzenepropanoic acid β-Phenyllactate β-Phenyllactic acid C9H10O3 166.1739 166.062994186 2-hydroxy-3-phenylpropanoic acid β-phenyllactic acid 828-01-3 OC(CC1=CC=CC=C1)C(O)=O InChI=1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12) VOXXWSYKYCBWHO-UHFFFAOYSA-N Solid logp 0.84 ALOGPS logs -1.23 ALOGPS solubility 9.80e+00 g/l ALOGPS melting_point 98 oC logp 1.18 ChemAxon pka_strongest_acidic 4.02 ChemAxon pka_strongest_basic -3.8 ChemAxon iupac 2-hydroxy-3-phenylpropanoic acid ChemAxon average_mass 166.1739 ChemAxon mono_mass 166.062994186 ChemAxon smiles OC(CC1=CC=CC=C1)C(O)=O ChemAxon formula C9H10O3 ChemAxon inchi InChI=1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12) ChemAxon inchikey VOXXWSYKYCBWHO-UHFFFAOYSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 43.46 ChemAxon polarizability 16.7 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 1269 Specdb::CMs 22447 Specdb::CMs 31228 Specdb::CMs 32187 Specdb::CMs 37758 Specdb::CMs 161433 Specdb::CMs 1075959 Specdb::CMs 1075961 Specdb::CMs 1075962 Specdb::CMs 1075964 Specdb::CMs 1075966 Specdb::NmrOneD 1536 Specdb::NmrOneD 145330 Specdb::NmrOneD 145331 Specdb::NmrOneD 145332 Specdb::NmrOneD 145333 Specdb::NmrOneD 145334 Specdb::NmrOneD 145335 Specdb::NmrOneD 145336 Specdb::NmrOneD 145337 Specdb::NmrOneD 145338 Specdb::NmrOneD 145339 Specdb::NmrOneD 145340 Specdb::NmrOneD 145341 Specdb::NmrOneD 145342 Specdb::NmrOneD 145343 Specdb::NmrOneD 145344 Specdb::NmrOneD 145345 Specdb::NmrOneD 145346 Specdb::NmrOneD 145347 Specdb::NmrOneD 145348 Specdb::NmrOneD 145349 Specdb::MsMs 1107 Specdb::MsMs 1108 Specdb::MsMs 1109 Specdb::MsMs 4659 Specdb::MsMs 4660 Specdb::MsMs 4661 Specdb::MsMs 4662 Specdb::MsMs 4663 Specdb::MsMs 9656 Specdb::MsMs 9657 Specdb::MsMs 9658 Specdb::MsMs 16328 Specdb::MsMs 16329 Specdb::MsMs 16330 Specdb::MsMs 438359 Specdb::MsMs 438360 Specdb::MsMs 438361 Specdb::MsMs 438362 Specdb::MsMs 438363 Specdb::MsMs 438681 Specdb::MsMs 2800531 Specdb::MsMs 2800532 Specdb::MsMs 2800533 Specdb::MsMs 2878565 Specdb::MsMs 2878566 Specdb::NmrTwoD 1481 HMDB00779 643327 3715 C05607 25998 van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. 17765195 Iijima S, Ishii A, Miyakoshi T, Odaira T, Musha M: Studies on the experimental phenylketonuria in rats. Tohoku J Exp Med. 1975 Oct;117(2):167-78. 1209606 Sarkissian CN, Scriver CR, Mamer OA: Measurement of phenyllactate, phenylacetate, and phenylpyruvate by negative ion chemical ionization-gas chromatography/mass spectrometry in brain of mouse genetic models of phenylketonuria and non-phenylketonuria hyperphenylalaninemia. Anal Biochem. 2000 May 1;280(2):242-9. 10790306 http://hmdb.ca/system/metabolites/msds/000/000/697/original/HMDB00779.pdf?1358463264