2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid

• ChemBase ID: 103985
• Molecular Formular: C5H7N3O5
• Molecular Mass: 189.12618
• Monoisotopic Mass: 189.03857034
• SMILES: NC(Cn1oc(=O)[nH]c1=O)C(=O)O
• Canonical SMILES: OC(=O)C(Cn1oc(=O)[nH]c1=O)N
• InChI: InChI=1S/C5H7N3O5/c6-2(3(9)10)1-8-4(11)7-5(12)13-8/h2H,1,6H2,(H,9,10)(H,7,11,12)
• InChIKey: ASNFTDCKZKHJSW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid
• IUPAC Traditional name: @quisqualate
• Synonyms: L(+)-a-Amino 3,5-dioxo-1,2,4-oxadiazolidine-2-propanoic acid; L-Quisqalic acid; (+)-QUISQUALIC ACID; β-(3,5-Dioxo-1,2,4-oxadiazolidin-2-yl)-L-alanine; 3-(3,5-Dioxo-1,2,4-oxadiazolidin-2-yl)-L-alanine; QUISQUALIC ACID

Database IDs

• CAS Number: 52809-07-1
• PubChem SID: 162090897
• PubChem CID: 1209

CALCULATED PROPERTIES

• Acid pKa: 1.455519
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.7313128
• LogD (pH = 7.4): -4.676513
• Log P: -3.6865237
• Molar Refractivity: 36.5118 cm^3
• Polarizability: 14.785922 Å^3
• Polar Surface Area: 121.96 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 2-8°C, Protect from light
• European Hazard Symbols: NUL
• Hazard Class: NULL

DETAILS

MP Biomedicals - 02154156

Soluble in water. Strongly acidic glutamate analog; potent vertebrate neurotoxin. C5H7N3O5 MW 189.1

MP Biomedicals - 02153771

Synthetic
A glutamate agonist.