{[(2R,3S,4R,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase编号: 164092
• 分子式: C10H13ClN5O7P
• 平均质量: 381.666281
• 单一同位素质量: 381.02411209
• SMILES: c12c(nc(nc1N)Cl)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)(O)O)O)O
• Canonical SMILES: O[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1nc(Cl)nc2N)COP(=O)(O)O
• InChI: InChI=1S/C10H13ClN5O7P/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(18)5(17)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,17-18H,1H2,(H2,12,14,15)(H2,19,20,21)/t3-,5-,6-,9-/m1/s1
• InChIKey: FXXRIUZMLRLFKP-UUOKFMHZSA-N

名称和登记号

名称

• IUPAC标准名: {[(2R,3S,4R,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC传统名: [(2R,3S,4R,5R)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid
• 别名: 2-Chloro-5'-adenylic Acid; 2-Chloro-adenosine 5'-(Dihydrogen Phosphate) Ditriethylamine; 2-Chloro-AMP Ditriethylamine; 2-Chloroadenosine 5'-Monophosphate Ditriethylamine Salt

登记号

• PubChem SID: 162258227
• PubChem CID: 9951889

理论计算性质

• Acid pKa: 1.3363523
• 质子受体: 10
• 质子供体: 5
• LogD (pH = 5.5): -3.7476285
• LogD (pH = 7.4): -4.836514
• Log P: -1.6573179
• 摩尔折射率: 79.5671 cm^3
• 极化性: 31.194397 Å^3
• 极化表面积: 186.07 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: White Solid
• 熔点: >95°C (dec.)

安全信息

• 保存条件: Hygroscopic, Refrigerator, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - C364100

A metabolite of 2-Chloroadenosine; an adenine nucleotide receptor.

参考文献

• Chung, T., et al.: J. Biol. Chem., 272, 3064 (1997)
• Fredholm, B., et al.: Pharmacol. Rev., 53, 527 (1997)
• Ryten, M., et al.: J. Cell. Biol., 158, 345 (1997)
• Schrier, S., et al.: Biochem. Pharmacol., 63, 1119 (1997)