(1R,4S,5R,9S,10R,13S)-5,9,13-trimethyl-14-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

• ChemBase编号: 171978
• 分子式: C20H30O3
• 平均质量: 318.4504
• 单一同位素质量: 318.21949482
• SMILES: C1C[C@@]([C@@H]2[C@@](C1)([C@H]1[C@]3(CC2)C[C@](CC1)(C(=O)C3)C)C)(C)C(=O)O
• Canonical SMILES: OC(=O)[C@]1(C)CCC[C@@]2([C@@H]1CC[C@]13[C@H]2CC[C@@](C3)(C(=O)C1)C)C
• InChI: InChI=1S/C20H30O3/c1-17-9-5-14-18(2)7-4-8-19(3,16(22)23)13(18)6-10-20(14,12-17)11-15(17)21/h13-14H,4-12H2,1-3H3,(H,22,23)/t13-,14-,17-,18+,19+,20-/m0/s1
• InChIKey: KFVUFODCZDRVSS-XGBBNYNSSA-N

名称和登记号

名称

• IUPAC标准名: (1R,4S,5R,9S,10R,13S)-5,9,13-trimethyl-14-oxotetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• IUPAC传统名: (1R,4S,5R,9S,10R,13S)-5,9,13-trimethyl-14-oxotetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• 别名: (4α,8β,13β)-13-Methyl-16-oxo-17-norkauran-18-oic Acid; (2S,4aR,4bS,8R,8aS,10aR)-Dodecahydro-2,4b,8-trimethyl-12-oxo-1H-2,10a-ethanophenanthrene-8-carboxylic Acid; Isosteviol; (-)-Isosteviol; Ketoisostevic Acid; NSC 231875; Isosteviol

登记号

• CAS号: 27975-19-5
• PubChem SID: 164227888
• PubChem CID: 99514

理论计算性质

• Acid pKa: 4.650878
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 3.595514
• LogD (pH = 7.4): 1.81796
• Log P: 4.501221
• 摩尔折射率: 88.2058 cm^3
• 极化性: 35.235 Å^3
• 极化表面积: 54.37 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

产品相关信息

• 分类: Rare Genuine Natural Compounds

详细说明

Toronto Research Chemicals - I902200

A tetracyclic diterpenoid with a beyerane core has drawn attention because it can exhibit antihypertensive activity, reduce blood glucose, suppress cancer cells.

参考文献

• Jeppesen, P., et al.: Metabolism, 52, 372 (2003)
• Chen, J., et al.: Am. J. Physiol. Endocrinol. Metab., 292, 1906 (2003)
• Jeppesen, P., et al.: Diabetologia, A0217 (2003)