(2S,3S,4S,5R,6R)-6-{[(1S,3Z)-3-{2-[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase编号: 179541
• 分子式: C33H52O7
• 平均质量: 560.76178
• 单一同位素质量: 560.371304
• SMILES: C1[C@H](CCC(=C)/C/1=C\C=C/1\[C@H]2[C@](CCC1)([C@H](CC2)[C@@H](CCCC(C)C)C)C)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)O)O)O)O
• Canonical SMILES: CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCC/C/2=C\C=C/1\C[C@H](CCC1=C)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)C)C
• InChI: InChI=1S/C33H52O7/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-33(25,26)5)12-13-23-18-24(14-11-20(23)3)39-32-29(36)27(34)28(35)30(40-32)31(37)38/h12-13,19,21,24-30,32,34-36H,3,6-11,14-18H2,1-2,4-5H3,(H,37,38)/b22-12+,23-13-/t21-,24+,25-,26+,27+,28+,29-,30+,32-,33-/m1/s1
• InChIKey: HSMHKPFJPOTDCW-MFDWXRHISA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6R)-6-{[(1S,3Z)-3-{2-[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC传统名: vitamin D3 glucosiduronate
• 别名: (3β,5Z,7E)-9,10-Secocholesta-5,7,10(19)-trien-3-yl β-D-Glucopyranosiduronic Acid; Cholecalciferol Glucuronide; Vitamin D3 β-D-Glucuronide

登记号

• CAS号: 57918-08-8
• PubChem SID: 164235451
• PubChem CID: 24779623

理论计算性质

• Acid pKa: 3.5609818
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): 3.7419229
• LogD (pH = 7.4): 2.3186324
• Log P: 5.6748996
• 摩尔折射率: 155.5052 cm^3
• 极化性: 61.630653 Å^3
• 极化表面积: 116.45 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Methanol
• 外观: Off-White Solid
• 熔点: 125-125°C

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - V676050

A metabolite of Vitamin D3.

参考文献

• Bell, P.A., et al.: Biochem. J., et al.: 115, 663 (1969)
• Kumar, R.S., et al.: J. Clin. Invest., 65, 277 (1969)
• Shimada, K., et al.: Biol. Pharm. Bull., 19, 491 (1969)