Compound: N-methyl-D-aspartic acid
SMILES: O=C(O)[C@H](NC)CC(=O)O
InChIKey: HOKKHZGPKSLGJE-GSVOUGTGSA-N
Synonyms: N-methyl-D-aspartic acid, NMDA, 6384-92-5, D-Aspartic acid, N-methyl-, (2R)-2-(methylamino)butanedioic acid, Methyl aspartic acid, N-Methyl aspartic acid, 2-Methylamino-succinic acid, DTXSID8041082, 1903B9Q6PI, CHEBI:31882, RefChem:1092483, DTXCID6021082, N-Methyl-D-aspartate, N-Methylaspartate, (R)-2-(Methylamino)succinic acid, n-methyl-d-aspartic acid (nmda), N-Me-D-Asp-OH, (R)-2-Ethylbutannedioic acid, NMDA (N-Methyl-D-aspartic acid), MFCD00004226, CHEMBL291278, M03889, SMR000326806, BRN 1724431, UNII-1903B9Q6PI, LC-488A, OEM, N-Methyl-Daspartate, N-methyl D-aspartate, Me-D-Asp-OH, methyl-d-aspartic acid, Spectrum_001456, Tocris-0114, Spectrum2_001580, Spectrum3_001601, Spectrum4_000318, Spectrum5_001209, Lopac-M-3262, N-methyl D-aspartic acid, (NMDA), NMDA [MI], SCHEMBL2220, Lopac0_000775, BSPBio_003201, KBioGR_000936, KBioSS_001936, 3-04-00-01522 (Beilstein Handbook Reference), MLS000859947, MLS001333165, MLS001333166, DivK1c_000392, SPECTRUM1503636, SPBio_001520, GTPL4268, orb1300618, HMS501D14, KBio1_000392, KBio2_001936, KBio2_004504, KBio2_007072, KBio3_002421, (R)-2-(Methylamino)succinicacid, (R)-2-Methylamino-succinic acid, METHYL ASPARTIC ACID, D-, NINDS_000392, GLXC-06522, HMS1922G08, HMS2233F23, HMS3262K12, HMS3886P09, (2R)-2-Methylaminobutanedioic acid, Tox21_500775, AC2467, BDBM50013876, CCG-39358, HB0454, MSK170151, PDSP1_000779, PDSP2_000767, s7072, AKOS016843186, FM12671, LP00775, SDCCGSBI-0050753.P003, IDI1_000392, NCGC00015666-01, NCGC00024476-01, NCGC00024476-02, NCGC00024476-03, NCGC00024476-04, NCGC00024476-05, NCGC00024476-06, NCGC00024476-14, NCGC00261460-01, AC-24119, AS-15576, BM164154, HY-17551, SY035118, EU-0100775, M1360, SW219059-1, N-Methyl-D-aspartic acid - Bio-X trade mark, M 3262, N-Methyl-D-aspartic acid, >=98% (TLC), solid, Q632856, SR-01000075456, SR-01000597701, SR-01000075456-1, SR-01000597701-1, BRD-K62414032-001-12-0, N-Methyl-D-aspartic Acid, Hydrate - CAS 6384-92-5
Theoretical properties:
molecular_formula: C5H9NO4
molecular_weight: 147.13 g/mol
exact_mass: 147.05315777 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 4
heavy_atom_count: 10
topological_polar_surface_area: 86.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 187 - 192 °C
solubility: >22.1 [ug/mL] (The mean of the results at pH 7.4)
Descriptions:
pubchem: N-methyl-D-aspartic acid is an aspartic acid derivative having an N-methyl substituent and D-configuration. It has a role as a neurotransmitter agent. It is a D-alpha-amino acid, an amino dicarboxylic acid, a secondary amino compound and a D-aspartic acid derivative.
chebi: An aspartic acid derivative having an <em>N</em>-methyl substituent and <small>D</small>-configuration.
chembl: N-METHYL-D-ASPARTIC ACID (NMDA) is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: N-methyl-D-aspartic acid, or N-methyl-D-aspartate (NMDA), is an amino acid derivative that acts as a specific agonist at the NMDA receptor mimicking the action of glutamate, the neurotransmitter which normally acts at that receptor. Unlike glutamate, NMDA only binds to and regulates the NMDA receptor and has no effect on other glutamate receptors (such as those for AMPA and kainate).  NMDA receptors are particularly important when they become overactive during, for example, alcohol withdrawal, as this causes symptoms such as agitation and, sometimes, epileptiform seizures.