(2R,3R)-2-[(1S,2R,5S,10S,11S,14S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-7-en-14-yl]-6-methylheptane-2,3-diol

• ChemBase编号: 167795
• 分子式: C27H46O3
• 平均质量: 418.65234
• 单一同位素质量: 418.34469533
• SMILES: C1[C@@H](CC2=CC[C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1([C@H]3CC[C@@H]1[C@]([C@@H](CCC(C)C)O)(O)C)C)O
• Canonical SMILES: CC(CC[C@H]([C@@]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O)(O)C)O)C
• InChI: InChI=1S/C27H46O3/c1-17(2)6-11-24(29)27(5,30)23-10-9-21-20-8-7-18-16-19(28)12-14-25(18,3)22(20)13-15-26(21,23)4/h7,17,19-24,28-30H,6,8-16H2,1-5H3/t19-,20-,21-,22-,23-,24+,25-,26-,27+/m0/s1
• InChIKey: ISBSSBGEYIBVTO-TYKWNDPBSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R)-2-[(1S,2R,5S,10S,11S,14S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-14-yl]-6-methylheptane-2,3-diol
• IUPAC传统名: 20,22-dihydroxycholesterol
• 别名: (3β,22R)-Cholest-5-ene-3,20,22-triol; (22R)-Cholest-5-ene-3β,20,22-triol; (20R,22R)-20,22-Dihydroxycholesterol; (20R,22R)-Dihydroxycholesterol; (22R)-20α,22-Dihydroxycholesterol; (22R)-5-Cholesten-3β,20α,22-triol; 20α,22(R)-Dihydroxycholesterol; (3β,22R)-Dihydroxy Cholesterol

登记号

• CAS号: 596-94-1
• PubChem SID: 162261928
• PubChem CID: 6453841

理论计算性质

• Acid pKa: 13.605227
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): 4.7227783
• LogD (pH = 7.4): 4.722778
• Log P: 4.7227783
• 摩尔折射率: 123.6601 cm^3
• 极化性: 49.16483 Å^3
• 极化表面积: 60.69 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - D452465

A metabolite of Cholesterol (C432501). Cholesterol is metabolized to Pregnenolone by way of 22R-hydroxycholesterol and 20R,22R-dihydroxycholesterol by P 450scc.

参考文献

• Sugano, S., et al.: J. Biochem., 120, 780 (1996)