{[(4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)-7-hydroxy-2-oxo-hexahydro-1,3,5,2λ5-furo[3,2-d][1,3,2λ5]dioxaphosphinin-2-yl]oxy}methyl acetate

• ChemBase编号: 155657
• 分子式: C13H16N5O8P
• 平均质量: 401.268601
• 单一同位素质量: 401.07364913
• SMILES: CC(=O)OCOP1(=O)OC[C@@H]2[C@@H](O1)[C@H]([C@@H](O2)n1cnc2c1ncnc2N)O
• Canonical SMILES: CC(=O)OCOP1(=O)OC[C@@H]2[C@@H](O1)[C@@H](O)[C@@H](O2)n1cnc2c1ncnc2N
• InChI: InChI=1S/C13H16N5O8P/c1-6(19)22-5-24-27(21)23-2-7-10(26-27)9(20)13(25-7)18-4-17-8-11(14)15-3-16-12(8)18/h3-4,7,9-10,13,20H,2,5H2,1H3,(H2,14,15,16)/t7-,9-,10-,13-,27?/m1/s1
• InChIKey: USKCKKDBQFHVEK-OQEAWBJFSA-N

名称和登记号

名称

• IUPAC标准名: {[(4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)-7-hydroxy-2-oxo-hexahydro-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-2-yl]oxy}methyl acetate
• IUPAC传统名: {[(4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-7-hydroxy-2-oxo-tetrahydro-4H-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-2-yl]oxy}methyl acetate
• 别名: cAMP AM; Adenosine 3′,5′-cyclic monophosphate acetoxymethyl ester

登记号

• CAS号: 159764-93-9
• MDL号: MFCD03452647
• PubChem SID: 162249795
• PubChem CID: 71312192

理论计算性质

• Acid pKa: 12.550381
• 质子受体: 8
• 质子供体: 2
• LogD (pH = 5.5): -1.1940618
• LogD (pH = 7.4): -1.0805722
• Log P: -1.078907
• 摩尔折射率: 85.0251 cm^3
• 极化性: 34.507854 Å^3
• 极化表面积: 170.14 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: >97% (HPLC)
• 包装: pkg of 1 μmol
• Empirical Formula (Hill Notation): C13H16N5O8P

详细说明

Sigma Aldrich - A2224

Biochem/physiol Actions
Membrane-permeable precursor of the second messenger cyclic AMP