1.0 2016-09-30 23:03:49 UTC 2020-06-04 20:27:49 UTC BMDB0003339 BMDB03339 D-Glutamic acid D-Glutamic acid, also known as glutamate D-form or D-glutamate, belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. D-Glutamic acid exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. D-Glutamic acid exists in all living organisms, ranging from bacteria to humans. (R)-2-Aminopentanedioic acid D-2-Aminoglutaric acid D-Glutaminic acid D-Glutaminsaeure DGL Glutamic acid D-form (R)-2-Aminopentanedioate D-2-Aminoglutarate D-Glutaminate Glutamate D-form D-Glutamate (2R)-2-Aminopentanedioate (2R)-2-Aminopentanedioic acid D-2-Aminopentanedioate D-2-Aminopentanedioic acid delta-2-Aminoglutarate delta-2-Aminoglutaric acid delta-2-Aminopentanedioate delta-2-Aminopentanedioic acid delta-Glutamate delta-Glutamic acid delta-Glutaminate delta-Glutaminic acid delta-Glutaminsaeure Glutamate Lopac-g-2128 Lopac-gamma-2128 R-(-)-Glutamate R-(-)-Glutamic acid Tocris-0217 Glutamic acid, (D)-isomer L Glutamic acid L-Glutamate L-Glutamic acid D Glutamate Glutamate, potassium L-Glutamate, aluminum Aluminum L glutamate Glutamic acid L Glutamate Aluminum L-glutamate Potassium glutamate C5H9NO4 147.1293 147.053157781 (2R)-2-aminopentanedioic acid D-glutamic acid 6893-26-1 N[C@H](CCC(O)=O)C(O)=O InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m1/s1 WHUUTDBJXJRKMK-GSVOUGTGSA-N belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Glutamic acid and derivatives Amino acids Amino fatty acids Carbonyl compounds Carboxylic acids D-alpha-amino acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Monoalkylamines Organic oxides Organopnictogen compounds Aliphatic acyclic compound Alpha-amino acid Amine Amino acid Amino fatty acid Carbonyl group Carboxylic acid D-alpha-amino acid Dicarboxylic acid or derivatives Fatty acid Fatty acyl Glutamic acid or derivatives Hydrocarbon derivative Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Aliphatic acyclic compounds D-alpha-amino acid Other amino acids glutamic acid Solid melting_point 201 °C water_solubility 8.88 mg/mL at 25 °C logp -3.54 ALOGPS logs -0.26 ALOGPS logp -3.2 ChemAxon pka_strongest_acidic 1.88 ChemAxon pka_strongest_basic 9.54 ChemAxon iupac (2R)-2-aminopentanedioic acid ChemAxon average_mass 147.1293 ChemAxon mono_mass 147.053157781 ChemAxon smiles N[C@H](CCC(O)=O)C(O)=O ChemAxon formula C5H9NO4 ChemAxon inchi InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m1/s1 ChemAxon inchikey WHUUTDBJXJRKMK-GSVOUGTGSA-N ChemAxon polar_surface_area 100.62 ChemAxon refractivity 31.29 ChemAxon polarizability 13.19 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 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 Specdb::CMs 9441 Specdb::CMs 38576 Specdb::CMs 137814 Specdb::CMs 145548 Specdb::NmrOneD 135650 Specdb::NmrOneD 135651 Specdb::NmrOneD 135652 Specdb::NmrOneD 135653 Specdb::NmrOneD 135654 Specdb::NmrOneD 135655 Specdb::NmrOneD 135656 Specdb::NmrOneD 135657 Specdb::NmrOneD 135658 Specdb::NmrOneD 135659 Specdb::NmrOneD 135660 Specdb::NmrOneD 135661 Specdb::NmrOneD 135662 Specdb::NmrOneD 135663 Specdb::NmrOneD 135664 Specdb::NmrOneD 135665 Specdb::NmrOneD 135666 Specdb::NmrOneD 135667 Specdb::NmrOneD 135668 Specdb::NmrOneD 135669 Specdb::MsMs 25412 Specdb::MsMs 25413 Specdb::MsMs 25414 Specdb::MsMs 31970 Specdb::MsMs 31971 Specdb::MsMs 31972 Specdb::MsMs 437667 Specdb::MsMs 437668 Specdb::MsMs 437669 Specdb::MsMs 437670 Specdb::MsMs 437671 Specdb::MsMs 446166 Specdb::MsMs 446167 Specdb::MsMs 446168 Specdb::MsMs 446169 Specdb::MsMs 446170 Specdb::MsMs 2821188 Specdb::MsMs 2821189 Specdb::MsMs 2821190 Specdb::MsMs 2857002 Specdb::MsMs 2857003 Specdb::MsMs 2857004 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 Intestine 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 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 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 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 Neuron 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 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 Ruminal Fluid 361.35 +/- 47.53 uM Fozia Saleem, Souhaila Bouatra, An Chi Guo, Nikolaos Psychogios, Rupasri Mandal, Suzanna M. Dunn, Burim N. Ametaj, David S. Wishart. The Bovine Ruminal Fluid Metabolome. Metabolomics (2013) 9:360–378. Semen From 5 bulls Sexton TJ, Amann RP, Flipse RJ: Free amino acids and protein in rete testis fluid, vas deferens plasma, accessory sex gland fluid, and seminal plasma of the conscious bull. J Dairy Sci. 1971 Mar;54(3):412-6. doi: 10.3168/jds.s0022-0302(71)85854-x. 5096119 Spleen 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 Testis From 5 bulls Sexton TJ, Amann RP, Flipse RJ: Free amino acids and protein in rete testis fluid, vas deferens plasma, accessory sex gland fluid, and seminal plasma of the conscious bull. J Dairy Sci. 1971 Mar;54(3):412-6. doi: 10.3168/jds.s0022-0302(71)85854-x. 5096119 FDB023148 21814 23327 DB02517 15966 C00217 D-GLT C00019577 Glutamic acid 6895 Ozaki, Akio; Yagasaki, Makoto; Takada, Hideyoshi; Hashimoto, Yukio. Manufacture of D-glutamic acid with Lactobacillus. Jpn. Kokai Tokkyo Koho (1990), 4 pp. A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation) BMDBP00566 Aspartyl aminopeptidase Q2HJH1 DNPEP Enzyme BMDBP00572 Glutamyl aminopeptidase Q32LQ0 ENPEP Enzyme BMDBP01089 Sodium/potassium-transporting ATPase alpha-3 chain Q8HYW6 atp1A3 Enzyme BMDBP01090 Cyclin-dependent kinase 5 activator 1 Q28199 CDK5R1 Enzyme BMDBP01091 PRKCA-binding protein Q2T9M1 PICK1 Enzyme BMDBP01092 Calcium/calmodulin-dependent protein kinase II alpha Q08E45 CAMK2A Enzyme BMDBP02099 PRA1 family protein 3 Q5E9M1 ARL6IP5 Enzyme BMDBP02100 Amino acid transporter A6H774 SLC1A6 Enzyme BMDBP02101 Solute carrier family 1 member 2 A5HSH1 SLC1A2 Enzyme BMDBP02103 Protein lifeguard 1 Q32L53 GRINA Enzyme BMDBP02136 Excitatory amino acid transporter 3 Q95135 SLC1A1 Enzyme BMDBP02548 GRIK1 protein A4FV91 GRIK1 Enzyme BMDBP02549 GRM3 protein A5D7D8 GRM3 Enzyme BMDBP02550 Glutamate receptor, ionotropic, AMPA 2 Q0III4 GRIA2 Enzyme BMDBP02551 GRIK1 protein A2VE57 GRIK1 Enzyme BMDBP02552 Amyloid protein O97917 APP Enzyme BMDBP02553 Battenin Q17QK0 CLN3 Enzyme BMDBP02554 Similar to glutamate receptor interacting protein 1 Q2KI33 LOC518313 Enzyme BMDBP02555 Leucine-rich glioma-inactivated protein 1 Q5E9T6 LGI1 Enzyme BMDBP02556 GRM3 protein A6QNZ6 GRM3 Enzyme BMDBP02557 Glutamate ionotropic receptor kainate type subunit 5 Q2HJD2 GRIK5 Enzyme BMDBP02558 DNA-directed RNA polymerase II subunit GRINL1A Q17QE3 POLR2M Enzyme BMDBP02559 Mitochondrial glutamate carrier 1 Q08DK4 SLC25A22 Enzyme BMDBP02560 Glutamate receptor, ionotrophic, AMPA 4 A0JN75 GRIA4 Enzyme