2-amino-3-(3-hydroxy-4-methyl-1,2-oxazol-5-yl)propanoic acid hydrate

• ChemBase ID: 75346
• Molecular Formular: C7H12N2O5
• Molecular Mass: 204.18058
• Monoisotopic Mass: 204.07462149
• SMILES: o1nc(c(c1CC(C(=O)O)N)C)O.O
• Canonical SMILES: OC(=O)C(Cc1onc(c1C)O)N.O
• InChI: InChI=1S/C7H10N2O4.H2O/c1-3-5(13-9-6(3)10)2-4(8)7(11)12;/h4H,2,8H2,1H3,(H,9,10)(H,11,12);1H2
• InChIKey: PUYUUTQCVZWVME-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(3-hydroxy-4-methyl-1,2-oxazol-5-yl)propanoic acid hydrate
• IUPAC Traditional name: 2-amino-3-(3-hydroxy-4-methyl-1,2-oxazol-5-yl)propanoic acid hydrate
• Synonyms: (R,S)-4-Methyl-homoibotenic Acid; (R,S)-α-Amino-3-hydroxy-4-methyl-5-isoxazolepropionic Acid Monohydrate; (R,S)-2-Amino-3-(3-hydroxy-4-methylisoxazol-5-yl)propanoic acid, monohydrate

Database IDs

• CAS Number: 210049-09-5
• MDL Number: MFCD00269888
• PubChem SID: 162040264
• PubChem CID: 44118679

CALCULATED PROPERTIES

• Acid pKa: 1.5627211
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.4782786
• LogD (pH = 7.4): -3.5472026
• Log P: -2.329224
• Molar Refractivity: 43.8818 cm^3
• Polarizability: 16.435223 Å^3
• Polar Surface Area: 109.58 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Solid
• Melting Point: 208-210°C (dec.); 247.5-248.5(dec.)°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Storage Warning: Irritant

DETAILS

Apollo Scientific Ltd - OR1125T

A specific glutamic acid agonist.

Toronto Research Chemicals - A611250

Has been shown to act as a specific glutamic acid agonist.

REFERENCES

• Krogsgaard-Larsen, et al.: Nature, 284, 64 (1980)
• Krogsgaard-Larsen, et al.: J. Med. Chem., 28, 668 (1985)