(2R)-2-amino-5-phosphonopentanoic acid

• ChemBase编号: 105116
• 分子式: C5H12NO5P
• 平均质量: 197.126241
• 单一同位素质量: 197.04530912
• SMILES: N[C@H](CCCP(=O)(O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](CCCP(=O)(O)O)N
• InChI: InChI=1S/C5H12NO5P/c6-4(5(7)8)2-1-3-12(9,10)11/h4H,1-3,6H2,(H,7,8)(H2,9,10,11)/t4-/m1/s1
• InChIKey: VOROEQBFPPIACJ-SCSAIBSYSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-2-amino-5-phosphonopentanoic acid
• IUPAC传统名: (2R)-2-amino-5-phosphonopentanoic acid
• 别名: D-(-)-2-Amino-5-phosphono-valeric acid; D-AP5; D-(-)-2-AMINO-5-PHOSPHONOPENTANOIC ACID; D(-)-AP-5; D(-)-APV; D-2-Amino-5-phosphonovaleric acid; D(-)-2-Amino-5-phosphonopentanoic acid; AP5

登记号

• CAS号: 79055-68-8; 76326-31-3
• MDL号: MFCD00078839
• PubChem SID: 24891311; 162091974
• PubChem CID: 135342
• Chemspider ID: 119225
• 维基百科标题: AP5

理论计算性质

• Acid pKa: 1.6680644
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): -5.8741164
• LogD (pH = 7.4): -6.5600853
• Log P: -3.2310975
• 摩尔折射率: 40.5915 cm^3
• 极化性: 16.462873 Å^3
• 极化表面积: 120.85 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Ammonium hydroxide, 50 mg/mL in water
• 外观: white solid
• 沸点: 482.1°C
• 密度: 1.529 g/mL

安全信息

• 保存条件: Room Temperature (15-30°C), Protect from light
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 相关基因信息: mouse ... Grin2a(14811)rat ... Grik1(29559), Grin2a(24409), Grin2b(24410), Grin2c(24411), Grin2d(24412)

产品相关信息

• 纯度: 99%
• 光学纯度: optical purity: ≥90% (HPLC, Marfey′s reagent)

详细说明

MP Biomedicals - 02158863

Purity: 99%
Active form of AP5, and a competitive NMDA antagonist.

Sigma Aldrich - A8054

Biochem/physiol Actions
Anticonvulsant; potent and selective N-methyl-D-aspartate (NMDA) receptor antagonist; active enantiomer of 2-amino-5-phosphonopentanoic acid.

参考文献

• Watkins, J.C., et al., Ann. Rev. Pharmacol. Toxicol. , 21 : 165 (1981).
• Hansen, J.J. and Krogsgaard-Larsen, P., Med. Res. Rev. , 10 : 55 (1990).