(2S,4S)-4-Methylglutamic acid

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Basic information

CAS: 38523-28-3
Standard SMILES: C[C@@H](C[C@H](N)C(=O)O)C(=O)O
InChIKey: KRKRAOXTGDJWNI-IMJSIDKUSA-N
Molecular formula: C6H11NO4
Average molar mass: 161.16 g/mol
Monoisotopic mass: 161.06880783

Names & identifiers

Preferred name: (2S,4S)-4-Methylglutamic acid
IUPAC: (2S,4S)-2-amino-4-methylpentanedioic acid
English name: (2S,4S)-4-Methylglutamic acid
Molecular formula: C6H11NO4
Molecular weight: 161.16

Names & synonyms

6141-27-1(2S,4S)-4-METHYLGLUTAMIC ACID(2S,4S)-2-amino-4-methylpentanedioic acid(4S)-4-Methyl-L-glutamic AcidNPW4ZK5UGACHEMBL412212S,4S-4-Methylglutamic acidG44Q8UU4V94-Methyl-DL-glutamic acid, threo-4-Methyl-L-glutamic acid, (4S)-DL-Glutamic acid, 4-methyl-, threo-L-Glutamic acid, 4-methyl-, (4S)-

Show more names

L-threo--MethylglutamateL-threo--Methylglutamic Acidthreo-4-Methyl-L-glutamic Acid(2S,4S)-4-METHYLGLUTAMIC ACID USP/EP/BP(2S,4S)-2-amino-4-methylpentanedioicaci(2S,4S)-(+)-2-AMINO-4-METHYLPENTANEDIOIC ACID

D-Glutamic acid, 4-methyl-, (4R)-rel-38523-28-3starbld0018205UNII-NPW4ZK5UGANCIStruc1_000060NCIStruc2_000006UNII-G44Q8UU4V9SCHEMBL2263577

Database identifiers

CAS: 38523-28-3、6141-27-1
PubChem CID: 3246152
DTXSID: DTXSID70390561
ChEMBL: CHEMBL41221
UNII: G44Q8UU4V9、NPW4ZK5UGA
Nikkaji: J686.917C

Properties

Computed structural properties

XLogP: -2.9
Topological polar surface area: 101 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 5
Rotatable bonds: 4
Heavy atoms: 11
Formal charge: 0
Complexity: 168

Physicochemical properties

Melting point: 150 · 150-153°C
storage temp.: -20 °C · -20°C Freezer
solubility: Methanol (Slightly), Water (Soluble)
form: Solid
color: White to Off-White
FDA UNII: 4 ZK5UGA · NPW4ZK5UGA

Chemistry & industry

Applications

UsesA highly selective and potent agonist for metabotropic receptors

Uses(2S,4S)-4-Methylglutamic Acid is a potent and selective kainate receptor agonist (1). It has been shown that (2S,4S)-4-Methylglutamic Acid can desensitize kainate receptors and also attenuate capsaicin and inflammatory hyperalgesia (2).