(4R)-4-amino-4-[(sulfomethyl)carbamoyl]butanoic acid

• ChemBase ID: 155430
• Molecular Formular: C6H12N2O6S
• Molecular Mass: 240.23428
• Monoisotopic Mass: 240.04160711
• SMILES: C(CC(=O)O)[C@H](C(=O)NCS(=O)(=O)O)N
• Canonical SMILES: OC(=O)CC[C@H](C(=O)NCS(=O)(=O)O)N
• InChI: InChI=1S/C6H12N2O6S/c7-4(1-2-5(9)10)6(11)8-3-15(12,13)14/h4H,1-3,7H2,(H,8,11)(H,9,10)(H,12,13,14)/t4-/m1/s1
• InChIKey: LMWMHMYRQVQGDY-SCSAIBSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-amino-4-[(sulfomethyl)carbamoyl]butanoic acid
• IUPAC Traditional name: (4R)-4-amino-4-(sulfomethylcarbamoyl)butanoic acid
• Synonyms: GAMS; γ-D-Glutamylaminomethylsulfonic acid

Database IDs

• CAS Number: 90237-02-8
• MDL Number: MFCD00058471
• PubChem SID: 24278457; 162249568; 24895142
• PubChem CID: 18651107

CALCULATED PROPERTIES

• Acid pKa: -1.1985878
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -5.649372
• LogD (pH = 7.4): -7.0614643
• Log P: -3.552148
• Molar Refractivity: 47.9368 cm^3
• Polarizability: 20.03061 Å^3
• Polar Surface Area: 146.79 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble
• Apperance: white solid
• Optical Rotation: [α]23/D -21.2°, c = 0.76 in 6 M HCl(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... GRIK1(2897)

Product Information

• Empirical Formula (Hill Notation): C6H12N2O6S

DETAILS

Sigma Aldrich - G3894

Biochem/physiol Actions
Gamma-D-Glutamylaminomethylsulfonic acid (GAMS) is used as a selective antagonist of AMPA/kainate glutamatergic receptors and as an anticonvulsant.

Sigma Aldrich - G111

Biochem/physiol Actions
Gamma-D-Glutamylaminomethylsulfonic acid (GAMS) is used as a selective antagonist of AMPA/kainate glutamatergic receptors and as an anticonvulsant.