(1S,2R,5S,6R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-(2H3)methyl(6,7,7,7-2H4)heptan-2-yl]tetracyclo[8.7.0.02,7.011,15]heptadec-7-ene-5,6-diol

• ChemBase编号: 170340
• 分子式: C27H46O2
• 平均质量: 402.65294
• 单一同位素质量: 402.34978071
• SMILES: C1[C@@H]([C@@H](C2=CC[C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1([C@H]3CC[C@@H]1[C@@H](CCCC(C)C)C)C)O)O
• Canonical SMILES: CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H]([C@@H]2O)O)C)C
• InChI: InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)20-11-12-21-19-9-10-23-25(29)24(28)14-16-27(23,5)22(19)13-15-26(20,21)4/h10,17-22,24-25,28-29H,6-9,11-16H2,1-5H3/t18-,19+,20-,21+,22+,24+,25-,26-,27-/m1/s1
• InChIKey: CZDKQKOAHAICSF-JSAMMMMSSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,5S,6R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-(^2H₃)methyl(6,7,7,7-^2H₄)heptan-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-ene-5,6-diol
• IUPAC传统名: 4β-hydroxy-cholesterol(d7)
• 别名: (3β,4β)-Cholest-5-ene-3,4-diol-d7; Cholest-5-ene-3β,4β-diol-d7; 3β,4β-Dihydroxycholest-5-ene-d7; cis-3,4-Dihydroxy-5-cholestene-d7; cis-5-Cholestene-3,4-diol-d7; 4β-Hydroxy Cholesterol-d7

登记号

• CAS号: 1246302-80-6
• PubChem SID: 164226250
• PubChem CID: 3247052

理论计算性质

• Acid pKa: 13.5001745
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 6.193893
• LogD (pH = 7.4): 6.1938925
• Log P: 6.193893
• 摩尔折射率: 121.824 cm^3
• 极化性: 48.564686 Å^3
• 极化表面积: 40.46 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Ethyl Acetate
• 外观: White Solid
• 熔点: 154-159°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - H917982

4β-Hydroxy Cholesterol-d7 is a labelled metabolite of Cholesterol. It is formed from Cholesterol by the drug-metabolizing enzyme cytochrome P 450 3A4. A potential ligand for the nuclear receptor LXR and also a new endogenous CYP3A marker.

参考文献

• Breuer, O., et al.: J. Lipid Res., 36, 2275 (1995)
• Pikuleva, I., et al.: J. Biol. Chem., 273, 18153 (1995)
• Chawla, A., et al.: Science, 294, 1866 (1995)
• Bodin, K., et al.: J. Biol. Chem., 276, 38685 (1995)