(2S)-2-({9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-9H-purin-6-yl}amino)butanedioic acid

• ChemBase编号: 4002
• 分子式: C14H18N5O11P
• 平均质量: 463.293381
• 单一同位素质量: 463.07404305
• SMILES: O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H]([C@@H]1O)n1cnc2c(N[C@@H](CC(=O)O)C(=O)O)ncnc12
• Canonical SMILES: OC(=O)C[C@@H](C(=O)O)Nc1ncnc2c1ncn2[C@@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(O)O
• InChI: InChI=1S/C14H18N5O11P/c20-7(21)1-5(14(24)25)18-11-8-12(16-3-15-11)19(4-17-8)13-10(23)9(22)6(30-13)2-29-31(26,27)28/h3-6,9-10,13,22-23H,1-2H2,(H,20,21)(H,24,25)(H,15,16,18)(H2,26,27,28)/t5-,6+,9+,10+,13+/m0/s1
• InChIKey: OFBHPPMPBOJXRT-VWJPMABRSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-({9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-9H-purin-6-yl}amino)butanedioic acid
• IUPAC传统名: adenylosuccinic acid
• 别名: 腺苷酸基琥珀酸; Adenylosuccinic acid; Aspartyl adenylate; Adenylosuccinate; N(6)-(1,2-dicarboxyethyl)AMP; N(6)-(1,2-dicarboxyethyl)-AMP; N-[9-(5-O-phosphono-beta-D-ribofuranosyl)-9H-purin-6-yl]aspartic acid; Adenylosuccinic Acid

登记号

• CAS号: 19046-78-7
• PubChem SID: 24890933; 160967437; 46509168
• PubChem CID: 447145

理论计算性质

JChem

• Acid pKa: 1.2194421
• 质子受体: 14
• 质子供体: 7
• LogD (pH = 5.5): -7.8843665
• LogD (pH = 7.4): -11.924866
• Log P: -5.1594777
• 摩尔折射率: 96.1758 cm^3
• 极化性: 37.782154 Å^3
• 极化表面积: 246.68 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: -1.96
• LOG S: -2.29
• 溶解度: 2.38e+00 g/l

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: ~96% (HPLC)
• Empirical Formula (Hill Notation): C14H18N5O11P

详细说明

DrugBank - DB04418

Drug information: experimental

Sigma Aldrich - A5028

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A5028.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.