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D-Glutamic Acid

PubChem CID: 23327

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Compound Synonyms D-glutamic acid, 6893-26-1, H-D-Glu-OH, (R)-2-aminopentanedioic acid, (2R)-2-aminopentanedioic acid, D-Glu, D-glutamate, Glutamic acid D-form, D-2-Aminopentanedioic acid, D-Glutaminsaeure, R-(-)-Glutamic acid, Glutamic acid, D-, D-(-)-Glutamic acid, D-Glutaminic acid, MFCD00063112, DTXSID1048675, CHEBI:15966, Tocris-0217, D-2-Aminoglutaric acid, Q479989WEA, EINECS 230-000-8, Lopac-G-2128, NSC 77686, CHEMBL76232, AI3-09072, 138-16-9, DTXCID1028601, GLUTAMIC ACID D-FORM [MI], C5H9NO4, glutamate, NSC-77686, DGL, Gamma-D-Glutamic Acid, NCGC00024501-02, (2R)-2-aminopentanedioate, L(+)-Glutamic acid, delta-Glutamate, (r)-1-aminopropane-1,3-dicarboxylic acid, UNII-Q479989WEA, gammaDPGA, delta-Glutaminate, Glutamic acid #, R()Glutamic acid, 2-deoxy-d-glu, (r)-glutamic acid, delta-Glutamic acid, delta-Glutaminsaeure, Glutamic acid Dform, D-2-Aminoglutarate, R-(-)-Glutamate, delta-Glutaminic acid, Lopac-gamma-2128, delta-2-Aminoglutarate, D-2-Aminopentanedioate, D2Aminopentanedioic acid, (R)-2-aminopentanedioate, delta-2-Aminopentanedioate, Biomol-NT_000169, delta-2-Aminoglutaric acid, (R)-2-Aminoglutaric acid, D-[14C]Glu, (R)-2-aminopentanedioicacid, D-Glutamic acid, >=99%, SCHEMBL43222, delta-2-Aminopentanedioic acid, BPBio1_001130, GTPL4708, BDBM26431, CHEBI:53375, D-Glutamic acid, >=99% (TLC), Tox21_113052, HB0243, PDSP1_000131, PDSP1_001486, PDSP2_000130, PDSP2_001470, AKOS015854118, CS-6255, DB02517, FG02337, NCGC00015470-01, NCGC00024501-01, NCGC00024501-03, NCGC00024501-04, AC-15064, AC-24113, AS-12791, CAS-6893-26-1, HY-100805, (2R)-2-azaniumyl-5-hydroxy-5-oxopentanoate, (R)-1-Aminopropane-1,3-dicarboxylic acid, G0057, NS00068393, EN300-78764, R-(-)-1-Aminopropane-1,3-dicarboxylic acid, C00217, M02964, SR-01000597732, D-Glutamic acid, Vetec(TM) reagent grade, >=99%, SR-01000597732-1, Q27077040, Z1741982700, 230-000-8
Topological Polar Surface Area 101.0
Hydrogen Bond Donor Count 3.0
Heavy Atom Count 10.0
Description There are two forms of glutamic acid found in nature: L-glutamic acid and D-glutamic acid. D-glutamic acid, is not endogenously produced in higher mammals. It is found naturally primarily in the cell walls of certain bacteria. D-glutamate is also present in certain foods e.g., soybeans and also arises from the turnover of the intestinal tract microflora, whose cell walls contain significant D-glutamate. Unlike other D-amino acids, D-glutamate is not oxidized by the D-amino acid oxidases, and therefore this detoxification pathway is not available for handling D-glutamate. Likewise, D-glutamic acid, when ingested, largely escapes most deamination reactions (unlike the L-counterpart). Free D-glutamate is found in mammalian tissue at surprisingly high levels, with D-glutamate accounting for 9% of the total glutamate present in liver. D-glutamate is the most potent natural inhibitor of glutathione synthesis identified to date and this may account for its localization to the liver, since circulating D-glutamate may alter redox stabiity (PMID 11158923). Certain eels are known to use D-glutamic acid as a phermone for chemical communication. [HMDB]
Isotope Atom Count 0.0
Molecular Complexity 145.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 1.0
Uniprot Id Q9UI32, O94925, P23385, P31421, P31422, P31423, P31424, P35349, P35400, Q13255, Q14416, O15303, Q03469, Q63273, P19490, P56068, Q836J0, Q9F4F7, P14618, P15917, P08482, P08684, P10635, P05177, O94782, Q9C0B1, Q9NUW8, P27695, P9WPW9, P00915, P00918, Q4CVY4, P10275
Iupac Name (2R)-2-aminopentanedioic acid
Prediction Hob 1.0
Class Carboxylic acids and derivatives
Target Id NPT52, NPT109, NPT110, NPT208
Xlogp -3.7
Superclass Organic acids and derivatives
Subclass Amino acids, peptides, and analogues
Molecular Formula C5H9NO4
Prediction Swissadme 0.0
Inchi Key WHUUTDBJXJRKMK-GSVOUGTGSA-N
Fcsp3 0.6
Logs -1.092
Rotatable Bond Count 4.0
State Solid
Logd -0.644
Synonyms (2R)-2-aminopentanedioate, (2R)-2-aminopentanedioic acid, (R)-2-aminopentanedioate, (R)-2-aminopentanedioic acid, D-2-Aminoglutarate, D-2-Aminoglutaric acid, D-2-Aminopentanedioate, D-2-Aminopentanedioic acid, D-Glutamate, D-Glutamic acid, D-Glutaminate, D-Glutaminic acid, D-Glutaminsaeure, 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, DGL, glutamic acid D-form, Lopac-G-2128, Lopac-gamma-2128, R-(-)-Glutamate, R-(-)-Glutamic acid, Tocris-0217, (R)-2-Aminopentanedioic acid, Glutamic acid D-form, (R)-2-Aminopentanedioate, Glutamate D-form, (2R)-2-Aminopentanedioate, (2R)-2-Aminopentanedioic acid, Glutamate, Lopac-g-2128, 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
Compound Name D-Glutamic Acid
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 147.053
Formal Charge 0.0
Monoisotopic Mass 147.053
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 147.13
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic acyclic compounds
Esol 1.8364940000000003
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
Smiles C(CC(=O)O)[C@H](C(=O)O)N
Nring 0.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Glutamic acid and derivatives

  • 1. Outgoing r'ship FOUND_IN to/from Achyranthes Bidentata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Achyranthes Fauriei (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Achyranthes Japonica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Acorus Gramineus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Acorus Tatarinowii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Allium Sativum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Brassica Juncea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Ginkgo Biloba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Sinapis Alba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Tussilago Farfara (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all