[({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]sulfonic acid

• ChemBase编号: 2613
• 分子式: C10H15N5O13P2S
• 平均质量: 507.264322
• 单一同位素质量: 506.98622983
• SMILES: Nc1ncnc2c1ncn2[C@@H]1O[C@@H](CO[P@@](=O)(O)OS(=O)(=O)O)[C@H](OP(=O)(O)O)[C@H]1O
• Canonical SMILES: O[C@@H]1[C@@H](OP(=O)(O)O)[C@@H](O[C@H]1n1cnc2c1ncnc2N)CO[P@](=O)(OS(=O)(=O)O)O
• InChI: InChI=1S/C10H15N5O13P2S/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(27-29(17,18)19)4(26-10)1-25-30(20,21)28-31(22,23)24/h2-4,6-7,10,16H,1H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)(H,22,23,24)/t4-,6+,7-,10+/m0/s1
• InChIKey: GACDQMDRPRGCTN-PERBPWGJSA-N

名称和登记号

名称

• IUPAC标准名: [({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]sulfonic acid
• IUPAC传统名: {[(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxysulfonic acid
• 别名: 3'-Phosphate-Adenosine-5'-Phosphate Sulfate

登记号

• PubChem SID: 46508242; 160966062
• PubChem CID: 46936522

理论计算性质

JChem

• Acid pKa: -2.0784824
• 质子受体: 14
• 质子供体: 6
• LogD (pH = 5.5): -9.7927065
• LogD (pH = 7.4): -11.174554
• Log P: -7.1075835
• 摩尔折射率: 94.9332 cm^3
• 极化性: 38.881847 Å^3
• 极化表面积: 275.97 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: -0.65
• LOG S: -2.0
• 溶解度: 5.05e+00 g/l

详细说明

DrugBank - DB02902

• Drug Groups: experimental
• Description: 3'-Phosphoadenosine-5'-phosphosulfate. Key intermediate in the formation by living cells of sulfate esters of phenols, alcohols, steroids, sulfated polysaccharides, and simple esters, such as choline sulfate. It is formed from sulfate ion and ATP in a two-step process. This compound also is an important step in the process of sulfur fixation in plants and microorganisms. [PubChem]