1.0 2016-09-30 22:35:59 UTC 2020-05-11 20:57:31 UTC BMDB0000750 BMDB00750 3-Hydroxymandelic acid 3-Hydroxymandelic acid, also known as m-hydroxymandelate or mhma, belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position. 3-Hydroxymandelic acid is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Hydroxy-2-(3-hydroxyphenyl)acetic acid m-Hydroxymandelic acid 2-Hydroxy-2-(3-hydroxyphenyl)acetate 2-Hydroxy-2-(3-hydroxyphenyl)ethanoate m-Hydroxymandelate 3-Hydroxymandelate 3-Hydroxyphenylglycolic acid alpha,3-Dihydroxybenzeneacetic acid DL-3-Hydroxymandelate DL-3-Hydroxymandelic acid DL-Hydroxy(m-hydroxyphenyl)acetic acid Hydroxy(3-hydroxyphenyl)acetic acid m-Hydroxy-(6ci,7ci,8ci)mandelate m-Hydroxy-(6ci,7ci,8ci)mandelic acid Meta-hydroxymandelic acid MHMA 2-Hydroxy-2-(3'-hydroxyphenyl)acetic acid C8H8O4 168.1467 168.042258744 2-hydroxy-2-(3-hydroxyphenyl)acetic acid MHMA 17119-15-2 OC(C(O)=O)C1=CC(O)=CC=C1 InChI=1S/C8H8O4/c9-6-3-1-2-5(4-6)7(10)8(11)12/h1-4,7,9-10H,(H,11,12) OLSDAJRAVOVKLG-UHFFFAOYSA-N belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position. Organic compounds Benzenoids Phenols 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Alpha hydroxy acids and derivatives Aromatic alcohols Benzene and substituted derivatives Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Secondary alcohols 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alcohol Alpha-hydroxy acid Aromatic alcohol Aromatic homomonocyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Hydroxy acid Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Aromatic homomonocyclic compounds 2-hydroxy monocarboxylic acid phenols Solid water_solubility 31 mg/mL logp 0.89 ALOGPS logs -1.20 ALOGPS logp 0.59 ChemAxon pka_strongest_acidic 3.3 ChemAxon pka_strongest_basic -4.1 ChemAxon iupac 2-hydroxy-2-(3-hydroxyphenyl)acetic acid ChemAxon average_mass 168.1467 ChemAxon mono_mass 168.042258744 ChemAxon smiles OC(C(O)=O)C1=CC(O)=CC=C1 ChemAxon formula C8H8O4 ChemAxon inchi InChI=1S/C8H8O4/c9-6-3-1-2-5(4-6)7(10)8(11)12/h1-4,7,9-10H,(H,11,12) ChemAxon inchikey OLSDAJRAVOVKLG-UHFFFAOYSA-N ChemAxon polar_surface_area 77.76 ChemAxon refractivity 40.68 ChemAxon polarizability 15.55 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 12364 Specdb::CMs 37742 Specdb::CMs 130808 Specdb::CMs 138542 Specdb::CMs 1074642 Specdb::CMs 1074644 Specdb::CMs 1074645 Specdb::CMs 1074647 Specdb::CMs 1074649 Specdb::CMs 1074651 Specdb::CMs 1074652 Specdb::CMs 1074654 Specdb::CMs 1074655 Specdb::CMs 1074656 Specdb::CMs 1074657 Specdb::CMs 1074658 Specdb::CMs 1074659 Specdb::NmrOneD 1520 Specdb::NmrOneD 145210 Specdb::NmrOneD 145211 Specdb::NmrOneD 145212 Specdb::NmrOneD 145213 Specdb::NmrOneD 145214 Specdb::NmrOneD 145215 Specdb::NmrOneD 145216 Specdb::NmrOneD 145217 Specdb::NmrOneD 145218 Specdb::NmrOneD 145219 Specdb::NmrOneD 145220 Specdb::NmrOneD 145221 Specdb::NmrOneD 145222 Specdb::NmrOneD 145223 Specdb::NmrOneD 145224 Specdb::NmrOneD 145225 Specdb::NmrOneD 145226 Specdb::NmrOneD 145227 Specdb::NmrOneD 145228 Specdb::NmrOneD 145229 Specdb::NmrOneD 166601 Specdb::NmrTwoD 1466 Specdb::MsIr 820 Specdb::MsIr 821 Specdb::MsIr 822 Specdb::MsMs 1071 Specdb::MsMs 1072 Specdb::MsMs 1073 Specdb::MsMs 4620 Specdb::MsMs 293251 Specdb::MsMs 293252 Specdb::MsMs 293253 Specdb::MsMs 333688 Specdb::MsMs 333689 Specdb::MsMs 333690 Specdb::MsMs 439255 Specdb::MsMs 2236371 Specdb::MsMs 2238428 Specdb::MsMs 2239131 Specdb::MsMs 2661607 Specdb::MsMs 2661608 Specdb::MsMs 2661609 Specdb::MsMs 3019926 Specdb::MsMs 3019927 Specdb::MsMs 3019928 Kidney Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Liver Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Milk Commercial whole milk with 3.25% fat Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. 28306241 FDB022222 78444 86957 86553 4-Hydroxymandelic acid 732 Fanali S; Aturki Z Further study on the use of uncharged beta-cyclodextrin polymer in capillary electrophoresis: enantiomeric separation of some alpha-hydroxy acids. Electrophoresis (1995), 16(8), 1505-9. Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. 28306241