disodium [5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxy}phosphonate

• ChemBase编号: 155163
• 分子式: C16H23N5Na2O16P2
• 平均质量: 649.304782
• 单一同位素质量: 649.0410415
• SMILES: c1nc2c(n1C1C(C(C(O1)COP(=O)([O-])OP(=O)([O-])OC1C(C(C(C(O1)CO)O)O)O)O)O)[nH]c(nc2=O)N.[Na+].[Na+]
• Canonical SMILES: OCC1OC(OP(=O)(OP(=O)(OCC2OC(C(C2O)O)n2cnc3c2[nH]c(N)nc3=O)[O-])[O-])C(C(C1O)O)O.[Na+].[Na+]
• InChI: InChI=1S/C16H25N5O16P2.2Na/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15;;/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28);;/q;2*+1/p-2
• InChIKey: XOAGKSFNHBWACO-UHFFFAOYSA-L

名称和登记号

名称

• IUPAC标准名: disodium [5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxy}phosphonate
• IUPAC传统名: disodium [5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxyphosphonate
• 别名: GDP-Man; GDP-mannose; Guanosine 5′-diphospho-D-mannose sodium salt from Saccharomyces cerevisiae

登记号

• CAS号: 103301-73-1
• MDL号: MFCD00070120
• PubChem SID: 24895196; 162249301
• PubChem CID: 71312088

理论计算性质

• Acid pKa: 1.7325996
• 质子受体: 17
• 质子供体: 8
• LogD (pH = 5.5): -9.188681
• LogD (pH = 7.4): -9.612205
• Log P: -4.7699733
• 摩尔折射率: 115.8345 cm^3
• 极化性: 47.614273 Å^3
• 极化表面积: 333.09 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

安全信息

• 德国WGK号: 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥97% (HPLC)
• 产品类型: Type I
• 线性分子式: C16H23N5O16P2Na2

详细说明

Sigma Aldrich - G5131

Application
Guanosine diphosphate mannose (GDP-mannose) is a nucleotide sugar substrate for glycosyltransferase (mannosylation) reactions mediated by mannosyltransferases. GDP-mannose may be used to study its transport, mannose metabolism, and presence as a component of the sugar nucleotide pools of various cell types. GDP-mannose is used as a precursor of L-ascorbic acid in plants.