(1R,2R,5R,9R,10R,13R,14R,17S,19R)-1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.02,10.05,9.014,19]henicosan-17-ol

• ChemBase编号: 172434
• 分子式: C30H50O
• 平均质量: 426.7174
• 单一同位素质量: 426.38616622
• SMILES: C1[C@@H](C([C@H]2[C@](C1)([C@@H]1[C@@](CC2)([C@]2([C@H](CC1)[C@@H]1[C@@](CC2)(CCC1C(=C)C)C)C)C)C)(C)C)O
• Canonical SMILES: CC(=C)C1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C
• InChI: InChI=1S/C30H50O/c1-19(2)20-11-14-27(5)17-18-29(7)21(25(20)27)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3/t20?,21-,22+,23-,24+,25-,27-,28+,29-,30-/m1/s1
• InChIKey: MQYXUWHLBZFQQO-VVSKNWLOSA-N

名称和登记号

名称

• IUPAC标准名: (1R,2R,5R,9R,10R,13R,14R,17S,19R)-1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^2,^1^0.0^5,^9.0^1^4,^1^9]henicosan-17-ol
• IUPAC传统名: (1R,2R,5R,9R,10R,13R,14R,17S,19R)-1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^2,^1^0.0^5,^9.0^1^4,^1^9]henicosan-17-ol
• 别名: (3β)-Lup-20(29)-en-3-ol; Lup-20(29)-en-3β-ol; Monogynol B; (+)-Lupeol; 3β-Hydroxylup-20(29)-ene; Clerodol; Fagarasterol; Fagarsterol; Lupenol; NSC 90487; β-Viscol; Lupeol

登记号

• CAS号: 545-47-1
• PubChem SID: 164228344
• PubChem CID: 71749855

理论计算性质

• Acid pKa: 19.489433
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): 7.448046
• LogD (pH = 7.4): 7.4480467
• Log P: 7.4480467
• 摩尔折射率: 130.9083 cm^3
• 极化性: 52.777435 Å^3
• 极化表面积: 20.23 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - L474850

Abundant plant triterpene. Occurs in the skin of lupin seeds, in circle, in the latex of fig trees and of rubber plants. It was detected in cocoons of Bombyx mori.

参考文献

• Owen, R., et al.: Food Chem. Toxicol., 38, 647 (2000)
• Salvador, M., et al.: Food Chem., 80, 359 (2000)
• Chiavaro, E., et al.: J. Agric. Food Chem., 55, 10779 (2000)