(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R)-5-hydroxy-2,15-dimethyl(4,4,6,6-2H4)tetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanoic acid

• ChemBase编号: 139730
• 分子式: C24H40O3
• 平均质量: 376.5726
• 单一同位素质量: 376.29774514
• SMILES: C1C[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC[C@@H]2C[C@@H]1O)CC[C@@H]4[C@H](C)CCC(=O)O)C)C
• Canonical SMILES: O[C@@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)O)C)C)C
• InChI: InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1
• InChIKey: SMEROWZSTRWXGI-HVATVPOCSA-N

名称和登记号

名称

• IUPAC标准名: (4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R)-5-hydroxy-2,15-dimethyl(4,4,6,6-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanoic acid
• IUPAC传统名: (4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R)-5-hydroxy-2,15-dimethyl(4,4,6,6-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanoic acid
• 别名: 石胆酸-2,2,4,4-d4; (3α,5β)-3-Hydroxycholan-24-oic Acid-d4; 17β-(1-Methyl-3-carboxypropyl)etiocholan-3α-ol-d4; 3-Hydroxycholan-24-oic Acid-d4; 3α-Hydroxy-5β-cholan-24-oate-d4; 3α-Hydroxy-5β-cholan-24-oic Acid-d4; 3α-Hydroxy-5β-cholanic Acid-d4; 3α-Hydroxy-5β-cholanoic Acid-d4; 3α-Hydroxycholanic Acid-d4; NSC 683770-d4; Lithocholic Acid-d4; Lithocholic acid-2,2,4,4-d4

登记号

• CAS号: 83701-16-0
• MDL号: MFCD00190473
• PubChem SID: 24881239; 162233978
• PubChem CID: 16217405

理论计算性质

• Acid pKa: 4.7910433
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 4.2362366
• LogD (pH = 7.4): 2.4612968
• Log P: 5.0220704
• 摩尔折射率: 107.6813 cm^3
• 极化性: 43.144962 Å^3
• 极化表面积: 57.53 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Ethanol; Methanol
• 外观: White Solid
• 熔点: 184-186 °C(lit.); 188-190°C
• 质量偏移: M+4

安全信息

• 保存条件: -20°C Freezer
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 同位素纯度: 98 atom % D
• Mol. Weight: mol wt 380.55 by atom % calculation
• Empirical Formula (Hill Notation): C24D4H36O3

详细说明

Sigma Aldrich - 589349

包装
500 mg in glass bottle
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Toronto Research Chemicals - L469182

A labelled cholic acid derivative as TGR5 modulator. Found in ox bile, human bile, rabbit bile, and in ox and pig gallstones.

参考文献

• Brindle, J., et al.: Nat. Med., 12, 1439 (2002)
• Lindon, J., et al.: Biomarkers, 9, 1 (2002)
• Holmes, E., et al.: Cell, 134, 714 (2002)