2-amino-2-(3-oxo-2,3-dihydro-1,2-oxazol-5-yl)acetic acid

• ChemBase ID: 127778
• Molecular Formular: C5H6N2O4
• Molecular Mass: 158.11214
• Monoisotopic Mass: 158.03275668
• SMILES: O=c1cc(o[nH]1)C(C(=O)O)N
• Canonical SMILES: OC(=O)C(c1o[nH]c(=O)c1)N
• InChI: InChI=1S/C5H6N2O4/c6-4(5(9)10)2-1-3(8)7-11-2/h1,4H,6H2,(H,7,8)(H,9,10)
• InChIKey: IRJCBFDCFXCWGO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-2-(3-oxo-2,3-dihydro-1,2-oxazol-5-yl)acetic acid
• IUPAC Traditional name: ibotenic acid
• Synonyms: Ibotenic acid; Ibotenic acid; α-Amino-3-hydroxy-5-isoxazoleacetic acid; Ibotenic acid; α-氨基-3-羟基-5-异噁唑乙酸; 鹅膏氨酸

Database IDs

• CAS Number: 2552-55-8
• MDL Number: MFCD00069294
• PubChem SID: 24277994; 162222096
• PubChem CID: 1233
• CHEMBL: 284895
• Chemspider ID: 1196
• IUPHAR ligand ID: 1371
• Wikipedia Title: Ibotenic_acid

CALCULATED PROPERTIES

• Acid pKa: 1.5552531
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -4.169774
• LogD (pH = 7.4): -4.810145
• Log P: -3.8928547
• Molar Refractivity: 33.9271 cm^3
• Polarizability: 13.147214 Å^3
• Polar Surface Area: 101.65 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: soluble4.7 mg/mL; 0.1 M NaOH: soluble10.7 mg/mL; H2O: soluble1 mg/mL, clear, colorless (with sonication); Soluble in Methanol
• Apperance: white solid
• Melting Point: 151-152° (anhydrous); 144-146° (monohydrate)

Safety Information

• RTECS: NY2100000
• European Hazard Symbols: Toxic (T)
• UN Number: 3462
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 22-36/37/39-45; R
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 3462 6.1/PG 3

Pharmacology Properties

• Gene Information: rat ... Grm1(24414), Grm2(24415)

Product Information

• Purity: ~95%
• Empirical Formula (Hill Notation): C5H6N2O4

DETAILS

Sigma Aldrich - I2765

Caution
Hygroscopic
Biochem/physiol Actions
Non-selective agonist with preference for NMDA glutamate receptors; neurotoxin; neuroexcitatory amino acid originally isolated from Amanita species.