1.0 2016-09-30 22:53:26 UTC 2020-05-11 20:40:01 UTC BMDB0002273 BMDB02273 4-Hydroxy-L-glutamic acid 4-Hydroxy-L-glutamic acid, also known as 4-hydroxy-L-glutamate or erythro-L-bhga, 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. 4-Hydroxy-L-glutamic acid is possibly soluble (in water) and a very strong basic compound (based on its pKa). 4-Hydroxy-L-glutamic acid exists in all living organisms, ranging from bacteria to humans. 4-Hydroxy-L-glutamic acid participates in a number of enzymatic reactions, within cattle. In particular, 4-Hydroxy-L-glutamic acid can be biosynthesized from pyrroline hydroxycarboxylic acid through the action of the enzyme Delta-1-pyrroline-5-carboxylate dehydrogenase, mitochondrial. In addition, 4-Hydroxy-L-glutamic acid can be converted into L-4-hydroxyglutamate semialdehyde through the action of the enzyme proline dehydrogenase 1, mitochondrial. In cattle, 4-hydroxy-L-glutamic acid is involved in the metabolic pathway called the arginine and proline metabolism pathway. 4-Hydroxy-L-glutamate beta-Hydroxyglutamate beta-Hydroxyglutamic acid Erythro-L-bhga Hydroxyglutamic acid, (DL)-isomer Hydroxyglutamic acid, erythro-(DL)-isomer Hydroxyglutamic acid, erythro-(L)-isomer Hydroxyglutamic acid, sodium salt Threo-L-bhga C5H9NO5 163.129 163.048072394 2-amino-4-hydroxypentanedioic acid hydroxyglutamic acid 2485-33-8 NC(CC(O)C(O)=O)C(O)=O InChI=1S/C5H9NO5/c6-2(4(8)9)1-3(7)5(10)11/h2-3,7H,1,6H2,(H,8,9)(H,10,11) HBDWQSHEVMSFGY-UHFFFAOYSA-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 1,3-aminoalcohols Alpha amino acids Alpha hydroxy acids and derivatives Amino acids Amino fatty acids Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Hydroxy fatty acids Monoalkylamines Organic oxides Organopnictogen compounds Secondary alcohols Short-chain hydroxy acids and derivatives 1,3-aminoalcohol Alcohol Aliphatic acyclic compound Alpha-amino acid Alpha-hydroxy acid Amine Amino acid Amino fatty acid Carbonyl group Carboxylic acid Dicarboxylic acid or derivatives Fatty acid Fatty acyl Glutamic acid or derivatives Hydrocarbon derivative Hydroxy acid Hydroxy fatty acid Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Secondary alcohol Short-chain hydroxy acid Aliphatic acyclic compounds Solid logp -3.67 ALOGPS logs -0.34 ALOGPS logp -4.2 ChemAxon pka_strongest_acidic 1.68 ChemAxon pka_strongest_basic 9.16 ChemAxon iupac 2-amino-4-hydroxypentanedioic acid ChemAxon average_mass 163.129 ChemAxon mono_mass 163.048072394 ChemAxon smiles NC(CC(O)C(O)=O)C(O)=O ChemAxon formula C5H9NO5 ChemAxon inchi InChI=1S/C5H9NO5/c6-2(4(8)9)1-3(7)5(10)11/h2-3,7H,1,6H2,(H,8,9)(H,10,11) ChemAxon inchikey HBDWQSHEVMSFGY-UHFFFAOYSA-N ChemAxon polar_surface_area 120.85 ChemAxon refractivity 32.74 ChemAxon polarizability 14.24 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 6 ChemAxon donor_count 4 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 Arginine and Proline Metabolism SMP0087178 Specdb::CMs 161248 Specdb::MsMs 1323496 Specdb::MsMs 1323497 Specdb::MsMs 1323498 Specdb::MsMs 1437859 Specdb::MsMs 1437860 Specdb::MsMs 1437861 Specdb::MsMs 2439520 Specdb::MsMs 2439521 Specdb::MsMs 2439522 Specdb::MsMs 2522721 Specdb::MsMs 2522722 Specdb::MsMs 2522723 Specdb::NmrOneD 69452 Specdb::NmrOneD 69453 Specdb::NmrOneD 69454 Specdb::NmrOneD 69455 Specdb::NmrOneD 69456 Specdb::NmrOneD 69457 Specdb::NmrOneD 69458 Specdb::NmrOneD 69459 Specdb::NmrOneD 69460 Specdb::NmrOneD 69461 Specdb::NmrOneD 69462 Specdb::NmrOneD 69463 Specdb::NmrOneD 69464 Specdb::NmrOneD 69465 Specdb::NmrOneD 69466 Specdb::NmrOneD 69467 Specdb::NmrOneD 69468 Specdb::NmrOneD 69469 Specdb::NmrOneD 69470 Specdb::NmrOneD 69471 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 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 816 5460078 FDB022938 C03079 1447439 6586 16338 L-ERYTHRO-4-HYDROXY-GLUTAMATE Ducrocq, Claire; Decottignies-Le Marechal, Paulette; Azerad, Robert. Synthesis of L-glutamic acid stereospecifically labeled at C-4 with deuterium. Journal of Labelled Compounds and Radiopharmaceuticals (1985), 22(1), 61-70.