1.0 2016-09-30 22:20:04 UTC 2020-05-21 16:28:42 UTC BMDB0000139 BMDB00139 Glyceric acid Glyceric acid, also known as glycerate or D-groa, belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. Glyceric acid is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Glyceric acid exists in all living species, ranging from bacteria to humans. Glyceric acid is a potentially toxic compound. Glyceric acid has been found to be associated with several diseases known as irritable bowel syndrome, ulcerative colitis, and eosinophilic esophagitis; also glyceric acid has been linked to several inborn metabolic disorders including primary hyperoxaluria and primary hyperoxaluria II. alpha,beta-Hydroxypropionic acid D-GroA R-Glyceric acid Glycerate (R)-Glycerate a,b-Hydroxypropionate a,b-Hydroxypropionic acid alpha,beta-Hydroxypropionate R-Glycerate (R)-Glyceric acid D-Glycerate D-Glyceric acid (2R)-2,3-Dihydroxypropanoic acid (R)-2,3-Dihydroxypropanoic acid D-2,3-Dihydroxypropanoic acid C3H6O4 106.0773 106.02660868 (2R)-2,3-dihydroxypropanoic acid glycerate 473-81-4 OC[C@@H](O)C(O)=O InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)/t2-/m1/s1 RBNPOMFGQQGHHO-UWTATZPHSA-N belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Sugar acids and derivatives 1,2-diols Alpha hydroxy acids and derivatives Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Monosaccharides Organic oxides Primary alcohols Secondary alcohols 1,2-diol Alcohol Aliphatic acyclic compound Alpha-hydroxy acid Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Glyceric_acid Hydrocarbon derivative Hydroxy acid Monocarboxylic acid or derivatives Monosaccharide Organic oxide Primary alcohol Secondary alcohol Sugar acid Aliphatic acyclic compounds glyceric acid Liquid water_solubility 1000.0 mg/mL logp -1.72 ALOGPS logs 0.78 ALOGPS logp -1.5 ChemAxon pka_strongest_acidic 3.42 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2R)-2,3-dihydroxypropanoic acid ChemAxon average_mass 106.0773 ChemAxon mono_mass 106.02660868 ChemAxon smiles OC[C@@H](O)C(O)=O ChemAxon formula C3H6O4 ChemAxon inchi InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)/t2-/m1/s1 ChemAxon inchikey RBNPOMFGQQGHHO-UWTATZPHSA-N ChemAxon polar_surface_area 77.76 ChemAxon refractivity 20.38 ChemAxon polarizability 8.96 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 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Glycerolipid Metabolism SMP0087230 Glycine and Serine Metabolism SMP0087245 Specdb::NmrTwoD 1164 Specdb::CMs 365 Specdb::CMs 1050 Specdb::CMs 2550 Specdb::CMs 30159 Specdb::CMs 30556 Specdb::CMs 31018 Specdb::CMs 37316 Specdb::CMs 130558 Specdb::CMs 138292 Specdb::CMs 1051423 Specdb::CMs 1051425 Specdb::CMs 1051427 Specdb::CMs 1051428 Specdb::CMs 1051430 Specdb::CMs 1051432 Specdb::CMs 1051434 Specdb::CMs 1051435 Specdb::CMs 1051437 Specdb::CMs 1051439 Specdb::CMs 1051441 Specdb::CMs 1051442 Specdb::CMs 1051444 Specdb::NmrOneD 1106 Specdb::NmrOneD 142490 Specdb::NmrOneD 142491 Specdb::NmrOneD 142492 Specdb::NmrOneD 142493 Specdb::NmrOneD 142494 Specdb::NmrOneD 142495 Specdb::NmrOneD 142496 Specdb::NmrOneD 142497 Specdb::NmrOneD 142498 Specdb::NmrOneD 142499 Specdb::NmrOneD 142500 Specdb::NmrOneD 142501 Specdb::NmrOneD 142502 Specdb::NmrOneD 142503 Specdb::NmrOneD 142504 Specdb::NmrOneD 142505 Specdb::NmrOneD 142506 Specdb::NmrOneD 142507 Specdb::NmrOneD 142508 Specdb::NmrOneD 142509 Specdb::MsMs 212 Specdb::MsMs 213 Specdb::MsMs 214 Specdb::MsMs 3047 Specdb::MsMs 3048 Specdb::MsMs 3049 Specdb::MsMs 3050 Specdb::MsMs 3051 Specdb::MsMs 3053 Specdb::MsMs 178419 Specdb::MsMs 178420 Specdb::MsMs 178421 Specdb::MsMs 180738 Specdb::MsMs 180739 Specdb::MsMs 180740 Specdb::MsMs 437706 Specdb::MsMs 437707 Specdb::MsMs 437708 Specdb::MsMs 437709 Specdb::MsMs 437710 Specdb::MsMs 439228 Specdb::MsMs 2226409 Specdb::MsMs 2231137 Specdb::MsMs 2233082 Specdb::MsMs 2233454 Specdb::MsIr 213 Specdb::MsIr 214 Specdb::MsIr 215 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 Milk By GC-MS and LC-MS/MS Characterization of the biochemical variability of bovine milk using metabolomics Milk Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff, John A. Ryals. Characterization of the biochemical variability of bovine milk using metabolomics. Metabolomics (2009) 5:375-386 doi: 10.1007/s11306-009-0160-8 Placenta 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 Prostate Tissue 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 Urine 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 FDB012242 C00258 439194 388334 32398 C00001185 GLYCERATE Glyceric acid 34424 280 Kyriacou, Demetrios; Tougas, Terrence P. Preparation of glyceric acid by anodic oxidation of glycerol at a silver oxide electrode. Journal of Organic Chemistry (1987), 52(11), 2318-19. Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff, John A. Ryals. Characterization of the biochemical variability of bovine milk using metabolomics. Metabolomics (2009) 5:375-386 doi: 10.1007/s11306-009-0160-8 Characterization of the biochemical variability of bovine milk using metabolomics BMDBP00989 Aldehyde dehydrogenase family 3 member B1 Q1JPA0 ALDH3B1 Enzyme BMDBP01141 Glycerate kinase Q2KJF7 GLYCTK Enzyme