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

• ChemBase编号: 177309
• 分子式: C5H7N3O5
• 平均质量: 189.12618
• 单一同位素质量: 189.03857034
• SMILES: c1(=O)[nH]c(=O)on1C[C@@H](N)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](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)/t2-/m1/s1
• InChIKey: ASNFTDCKZKHJSW-UWTATZPHSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid
• IUPAC传统名: (2R)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid
• 别名: L-(+)-α-Amino-3,5-dioxo-1,2,4-oxadiazolidine-2-propanoic Acid; L-Quisqualic Acid; (αS)-α-Amino-3,5-dioxo-1,2,4-Oxadiazolidine-2-propanoic Acid; (+)-Quisqualic Acid

登记号

• CAS号: 52809-07-1
• PubChem SID: 164233219
• PubChem CID: 6603978

理论计算性质

• Acid pKa: 1.455519
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -3.7313128
• LogD (pH = 7.4): -4.676513
• Log P: -3.6865237
• 摩尔折射率: 36.5118 cm^3
• 极化性: 14.785922 Å^3
• 极化表面积: 121.96 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Water
• 外观: Off-White to Pale Brown Solid
• 熔点: 185-187°C dec.

安全信息

• 保存条件: Refrigerator
• 保存注意事项: Store in freezer at -20°C

详细说明

Toronto Research Chemicals - Q825000

An amino acid that is able to function as an agonist at multiple excitatory amino acid receptor substrates in the central nervous system. It also has high affinity for the kainate, AMPA and the metabotropic receptors. Inhibits the Ca2+/Cl-dependent glu

参考文献

• Honore, T., et al.: J. Neurochem., 38, 173 (1982)
• Schoepp, D., et al.: J. Neurochem., 50, 1605 (1982)
• Recasens, M., et al.: Neurochem. Int., 13, 463 (1982)
• Subasinghe, N., et al.: J. Med. Chem., 35, 4602 (1992)