2-amino-2-(3-hydroxy-1,2-oxazol-5-yl)acetic acid hydrate

• ChemBase ID: 105437
• Molecular Formular: C5H8N2O5
• Molecular Mass: 176.12742
• Monoisotopic Mass: 176.04332137
• SMILES: O.NC(C(=O)O)c1cc(O)no1
• Canonical SMILES: OC(=O)C(c1onc(c1)O)N.O
• InChI: InChI=1S/C5H6N2O4.H2O/c6-4(5(9)10)2-1-3(8)7-11-2;/h1,4H,6H2,(H,7,8)(H,9,10);1H2
• InChIKey: QVKQQLYSTODTJN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-2-(3-hydroxy-1,2-oxazol-5-yl)acetic acid hydrate
• IUPAC Traditional name: ibotenic acid hydrate
• Synonyms: alpha-Amino-3-Hydroxy-5-Isoxazoleacetic Acid; IBOTENIC ACID MONOHYDRATE; α-Amino-2,3-dihydro-3-oxo-5-isoxazoleacetic Acid Hydrate; α-Amino-3-hydroxy-5-isoxazoleacetic Acid Hydrate; (RS)-Ibotenic Acid Hydrate; (±)-Ibotenic Acid Hydrate; DL-Ibotenic Acid Hydrate; NSC 204850 Hydrate

Database IDs

• CAS Number: 60573-88-8
• PubChem SID: 162092507
• PubChem CID: 43362

CALCULATED PROPERTIES

• Acid pKa: 1.0035734
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.076398
• LogD (pH = 7.4): -4.668461
• Log P: -2.890777
• Molar Refractivity: 33.9752 cm^3
• Polarizability: 12.902424 Å^3
• Polar Surface Area: 109.58 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 151-152°C

Safety Information

• Storage Condition: -20°C, Desiccate
• RTECS: NY2100000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• Hazard Class: 6.1
• Packing Group: III
• Australian Hazchem: 2X
• Risk Statements: R:25
• Safety Statements: S:22-46-36/37/39
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154

Product Information

• Purity: ~95%

DETAILS

MP Biomedicals - 02190215

Crystalline
Purity: ~95%
Used in study of the GABA-nergic system.
See: Muscimol

Toronto Research Chemicals - I124000

Ibotenic acid is an excitatory amino acid receptor agonist. Ibotenic acid is a constituent of Amanita muscaria.

REFERENCES

• Nielsen, E., et al.: Neurochemistry, 45, 725 (1985)
• Knopfel, T., et al.: J. Med. Chem., 38, 1417 (1985)
• Krogsgaard-Larsen, P., et al.: Eur. J. Med. Chem., 31, 515 (1985)