1.0 2016-09-30 22:19:44 UTC 2020-05-11 22:24:22 UTC BMDB0000115 BMDB00115 Glycolic acid 2-Hydroxyacetic acid 2-Hydroxyethanoic acid alpha-Hydroxyacetic acid Glycollic acid HOCH2COOH Hydroxyacetic acid Hydroxyethanoic acid 2-Hydroxyacetate 2-Hydroxyethanoate a-Hydroxyacetate a-Hydroxyacetic acid alpha-Hydroxyacetate Α-hydroxyacetate Α-hydroxyacetic acid Glycollate Hydroxyacetate Hydroxyethanoate Glycolate Glycocide GlyPure GlyPure 70 Sodium glycolate Glycolic acid, 2-(14)C-labeled Glycolic acid, 1-(14)C-labeled Glycolic acid, potassium salt Glycolic acid, monopotassium salt Glycolic acid, calcium salt Glycolic acid, monoammonium salt Glycolic acid, monolithium salt Glycolic acid, monosodium salt Potassium glycolate C2H4O3 76.0514 76.016043994 2-hydroxyacetic acid glycolic acid 79-14-1 OCC(O)=O InChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5) AEMRFAOFKBGASW-UHFFFAOYSA-N belongs to the class of organic compounds known as alpha hydroxy acids and derivatives. These are organic compounds containing a carboxylic acid substituted with a hydroxyl group on the adjacent carbon. Organic compounds Organic acids and derivatives Hydroxy acids and derivatives Alpha hydroxy acids and derivatives Alpha hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Primary alcohols Alcohol Aliphatic acyclic compound Alpha-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Primary alcohol Aliphatic acyclic compounds 2-hydroxy monocarboxylic acid primary alcohol Solid melting_point 75 - 80 °C logp -1.11 HANSCH,C ET AL. (1995) logp -1.02 ALOGPS logs 0.90 ALOGPS logp -1 ChemAxon pka_strongest_acidic 3.53 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 2-hydroxyacetic acid ChemAxon average_mass 76.0514 ChemAxon mono_mass 76.016043994 ChemAxon smiles OCC(O)=O ChemAxon formula C2H4O3 ChemAxon inchi InChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5) ChemAxon inchikey AEMRFAOFKBGASW-UHFFFAOYSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 14.35 ChemAxon polarizability 6.2 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 165 Specdb::MsMs 166 Specdb::MsMs 167 Specdb::MsMs 2898 Specdb::MsMs 2899 Specdb::MsMs 2900 Specdb::MsMs 11648 Specdb::MsMs 11649 Specdb::MsMs 11650 Specdb::MsMs 18320 Specdb::MsMs 18321 Specdb::MsMs 18322 Specdb::MsMs 437680 Specdb::MsMs 437681 Specdb::MsMs 437682 Specdb::MsMs 1474283 Specdb::MsMs 1474284 Specdb::MsMs 1474285 Specdb::MsMs 1474286 Specdb::MsMs 1474287 Specdb::MsMs 1474288 Specdb::MsMs 1474289 Specdb::MsMs 1474290 Specdb::MsMs 1474291 Specdb::MsMs 1474292 Specdb::NmrTwoD 1147 Specdb::MsIr 180 Specdb::MsIr 181 Specdb::MsIr 182 Specdb::CMs 331 Specdb::CMs 332 Specdb::CMs 910 Specdb::CMs 3449 Specdb::CMs 29929 Specdb::CMs 29930 Specdb::CMs 30129 Specdb::CMs 30560 Specdb::CMs 30870 Specdb::CMs 31002 Specdb::CMs 31970 Specdb::CMs 37300 Specdb::CMs 131943 Specdb::CMs 139677 Specdb::CMs 1050341 Specdb::CMs 1050342 Specdb::CMs 1050344 Specdb::CMs 1050346 Specdb::CMs 1050347 Specdb::EiMs 611 Specdb::NmrOneD 1089 Specdb::NmrOneD 2650 Specdb::NmrOneD 3336 Specdb::NmrOneD 4969 Specdb::NmrOneD 4970 Specdb::NmrOneD 5752 Specdb::NmrOneD 5753 Specdb::NmrOneD 5754 Specdb::NmrOneD 5755 Specdb::NmrOneD 5756 Specdb::NmrOneD 5757 Specdb::NmrOneD 5758 Specdb::NmrOneD 5759 Specdb::NmrOneD 5760 Specdb::NmrOneD 5761 Specdb::NmrOneD 5762 Specdb::NmrOneD 5763 Specdb::NmrOneD 5764 Specdb::NmrOneD 5765 Specdb::NmrOneD 5766 Specdb::NmrOneD 5767 Specdb::NmrOneD 5768 Specdb::NmrOneD 5769 Specdb::NmrOneD 5770 Specdb::NmrOneD 5771 Bladder 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 Epidermis 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 Fibroblasts 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 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Ruminal Fluid Samples collected from 16 multiparous Holstein cows Sun HZ, Wang DM, Wang B, Wang JK, Liu HY, Guan le L, Liu JX: Metabolomics of four biofluids from dairy cows: potential biomarkers for milk production and quality. J Proteome Res. 2015 Feb 6;14(2):1287-98. doi: 10.1021/pr501305g. Epub 2015 Jan 28. 25599412 C03547 FDB003298 DB03085 737 757 17497 C00007461 GLYCOLLATE 34090 Glycolic_acid 3219 Witzemann, Edgar J. Preparation of glycollic acid. Journal of the American Chemical Society (1917), 39 109-12. BMDBP00090 Glycerol-3-phosphate phosphatase Q2T9S4 PGP Enzyme