(2R,3R,4R,5S,6R)-6-({[({[(2S,3R,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase编号: 2745
• 分子式: C15H22N2O18P2
• 平均质量: 580.285302
• 单一同位素质量: 580.03428513
• SMILES: O[C@H]1[C@H](CO[P@](=O)(O)O[P@](=O)(O)O[C@H]2O[C@H]([C@H](O)[C@@H](O)[C@@H]2O)C(=O)O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O
• Canonical SMILES: O[C@H]1[C@H](CO[P@@](=O)(O[P@@](=O)(O[C@H]2O[C@@H](C(=O)O)[C@@H]([C@H]([C@@H]2O)O)O)O)O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O
• InChI: InChI=1S/C15H22N2O18P2/c18-5-1-2-17(15(26)16-5)12-9(22)6(19)4(32-12)3-31-36(27,28)35-37(29,30)34-14-10(23)7(20)8(21)11(33-14)13(24)25/h1-2,4,6-12,14,19-23H,3H2,(H,24,25)(H,27,28)(H,29,30)(H,16,18,26)/t4-,6-,7+,8+,9+,10-,11+,12+,14+/m0/s1
• InChIKey: HDYANYHVCAPMJV-USQUEEHTSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,4R,5S,6R)-6-({[({[(2S,3R,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC传统名: @udp-glucuronic acid
• 别名: Udp-Glucuronic Acid

登记号

• PubChem SID: 46504863; 160966193
• PubChem CID: 46936562

理论计算性质

JChem

• Acid pKa: 1.6971143
• 质子受体: 15
• 质子供体: 9
• LogD (pH = 5.5): -11.300467
• LogD (pH = 7.4): -12.853949
• Log P: -4.6763334
• 摩尔折射率: 106.3232 cm^3
• 极化性: 44.32593 Å^3
• 极化表面积: 308.61 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: -1.21
• LOG S: -1.51
• 溶解度: 1.81e+01 g/l

详细说明

DrugBank - DB03041

• Drug Groups: experimental
• Description: A nucleoside diphosphate sugar which serves as a source of glucuronic acid for polysaccharide biosynthesis. It may also be epimerized to UDP iduronic acid, which donates iduronic acid to polysaccharides. In animals, UDP glucuronic acid is used for formation of many glucosiduronides with various aglycones. [PubChem]