Nmda

HCID 22880

Substructure search Find similar structures

Basic information

CAS: 6384-92-5
Standard SMILES: CN[C@H](CC(=O)O)C(=O)O
InChIKey: HOKKHZGPKSLGJE-GSVOUGTGSA-N
Molecular formula: C5H9NO4
Average molar mass: 147.13 g/mol
Monoisotopic mass: 147.05315777

Overview

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.

Names & identifiers

Preferred name: Nmda
IUPAC: (2R)-2-(methylamino)butanedioic acid
English name: N-Methyl-D-aspartic acid
Molecular formula: C5H9NO4
Molecular weight: 147.13

Names & synonyms

N-methyl-D-aspartic acidNMDA6384-92-5D-Aspartic acid, N-methyl-(2R)-2-(methylamino)butanedioic acidMethyl aspartic acidN-Methyl aspartic acid2-Methylamino-succinic acidDTXSID8041082CHEBI:318821903B9Q6PIRefChem:1092483

Show more names

N-Me-D-AspH-D-MEASP-OHH-N-Me-D-Asp-OHH-D-MEASP-OH HCL-D-aspartic acidN-ME-D-ASP-OH HCL

DTXCID6021082N-Methyl-D-aspartateN-Methylaspartate(R)-2-(Methylamino)succinic acidn-methyl-d-aspartic acid (nmda)N-Me-D-Asp-OHN methyl D aspartate(R)-2-Ethylbutannedioic acid

Database identifiers

CAS: 6384-92-5
PubChem CID: 22880
DTXSID: DTXSID8041082
ChEMBL: CHEMBL291278
ChEBI: CHEBI:31882
UNII: 1903B9Q6PI
Nikkaji: J246.192G

Properties

Computed structural properties

XLogP: -3.4
Topological polar surface area: 86.6 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 5
Rotatable bonds: 4
Heavy atoms: 10
Formal charge: 0
Complexity: 145

Experimental & physicochemical properties

CosmeticsSkin conditioning; Antistatic; Hair conditioning

Solubility>22.1 [ug/mL] (The mean of the results at pH 7.4)

Melting Point187 - 192 °C

Physical DescriptionSolid

Collision Cross Section · 2 items

130 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

134.8 Å² [M+Na]+

Physicochemical properties

Melting point: 187 · 187-192 °C
alpha: -28 · -28 º (c=1, HCl 6N)
Boiling point: 267.21 °C · 267.21°C (rough estimate)
Density: 1.4285 · 1.4285 (rough estimate)
refractive index: -15 ° · -15 ° (C=2, H2O)
storage temp.: Sealed in dry,Room Temperature
solubility: Aqueous Acid (Slightly), DMSO (Slightly), Water (Slightly)
form: solid
pka: 2.21 · 2.21±0.23(Predicted)
color: white
Water Solubility: slightly soluble
Sensitive: Hygroscopic
Merck: 14 · 14,6662
BRN: 1724431 · 1724431
Major Application: cell analysis
Cosmetics Ingredients Functions: HAIR CONDITIONINGANTISTATICSKIN CONDITIONING
InChI: 1S/C5H9NO4/c1-6-3(5(9)10)2-4(7)8/h3,6H,2H2,1H3,(H,7,8)(H,9,10)/t3-/m1/s1
InChIKey: HOKKHZGPKSLGJE-GSVOUGTGSA-N
SMILES: CN[C@H](CC(O)=O)C(O)=O
LogP: 1.39 · 1.390 (est)
CAS DataBase Reference: 6384 · 6384-92-5(CAS DataBase Reference)
FDA UNII: 1903 B9Q6PI · 1903B9Q6PI
UNSPSC Code: 12352209 · 12352209
NACRES: 77 · NA.77
Symbol(GHS): 7 · GHS07,GHS08,GHS09
Signal word: Danger
Hazard statements: 319 · H319-H400-H372
Precautionary statements: 273 · P273-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
RTECS: 9457000 · CI9457000
F: 10 · 10
HS Code: 29225090 · 29225090
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Safety data

F: 10
PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
rtecs: CI9457000
hs_code: 29225090
Signal word: Danger
Symbol(GHS): GHS07,GHS08,GHS09
safety_code: 22-24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H319-H400-H372
Precautionary statements: P273-P305+P351+P338

Chemistry & industry

Pharmacology

Tissue LocationsBrain

Cellular LocationsCytoplasm

Uses & manufacturing

Use ClassificationCosmetics -> Skin conditioning; Antistatic; Hair conditioning

Applications · 3 items

UsesNMDA agonist

UsesNMDA(N-Methyl-D-aspartic acid)is a specific agonist for NMDA receptor mimicking the action of glutamate, the neurotransmitter which normally acts at that receptor.

General DescriptionN-Methyl-D-aspartic acid (NMDA) is an endogenously generated molecule in rat nervous system and endocrine glands. NMDA is present at low level (nmol/g) in the adenohypophysis, hypothalamus, brain, and testis. NMDA is derived from D-Asp by an S-adenosylmethionine-dependent enzyme also referred to as NMDA synthase.