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

• ChemBase编号: 119794
• 分子式: C10H16N5O8P
• 平均质量: 365.236501
• 单一同位素质量: 365.07364913
• SMILES: n1([C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)c2c(nc1)c(ncn2)N.O
• Canonical SMILES: O[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1ncnc2N)COP(=O)(O)O.O
• InChI: InChI=1S/C10H14N5O7P.H2O/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20;/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20);1H2/t4-,6-,7-,10-;/m1./s1
• InChIKey: ZOEFQKVADUBYKV-MCDZGGTQSA-N

名称和登记号

名称

• IUPAC标准名: {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid hydrate
• IUPAC传统名: adenylate hydrate
• 别名: 肌肉腺苷酸; (-)-腺苷-5'-单磷酸 一水合物; ((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate hydrate; 5′-AMP; AMP; Adenylic acid from muscle; (-)-Adenosine 5′-monophosphate monohydrate

登记号

• CAS号: 18422-05-4
• MDL号: MFCD00149360
• Beilstein号: 54612
• PubChem SID: 162107918
• PubChem CID: 6419976

理论计算性质

• Acid pKa: 1.2246295
• 质子受体: 10
• 质子供体: 5
• LogD (pH = 5.5): -4.7514725
• LogD (pH = 7.4): -5.7464666
• Log P: -5.1917415
• 摩尔折射率: 74.0685 cm^3
• 极化性: 29.089455 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

• 熔点: 183-188 °C (dec.)(lit.)
• 比旋光度: [α]20/D -48±1°, c = 2% in 2% NaOH; [α]22/D -46.6°, c = 2 in 2% NaOH

安全信息

• 德国WGK号: 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥99.0% (HPLC); 99%
• 成盐信息: H2O
• Empirical Formula (Hill Notation): C10H14N5O7P · H2O
• 分类: Genuine Natural Compounds

详细说明

Sigma Aldrich - 01970

Application
Adenosine 5′-monophosphate (5′-AMP) has many uses in nature. 5′-AMP is an activator of a class of protein kinases known as AMP-activated protein kinase (AMPK).