(2E,4E,6E)-7-(4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2-yl)-3-methylocta-2,4,6-trienoic acid

• ChemBase编号: 168129
• 分子式: C20H28O3
• 平均质量: 316.43452
• 单一同位素质量: 316.20384476
• SMILES: C1(CCCC2(C1=CC(/C(=C/C=C/C(=C/C(=O)O)/C)/C)O2)C)(C)C
• Canonical SMILES: OC(=O)/C=C(/C=C/C=C(/C1C=C2C(O1)(C)CCCC2(C)C)\C)\C
• InChI: InChI=1S/C20H28O3/c1-14(12-18(21)22)8-6-9-15(2)16-13-17-19(3,4)10-7-11-20(17,5)23-16/h6,8-9,12-13,16H,7,10-11H2,1-5H3,(H,21,22)/b8-6+,14-12+,15-9+
• InChIKey: QDOSIDVGVRAXSE-JUPVTLSTSA-N

名称和登记号

名称

• IUPAC标准名: (2E,4E,6E)-7-(4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2-yl)-3-methylocta-2,4,6-trienoic acid
• IUPAC传统名: (2E,4E,6E)-7-(4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl)-3-methylocta-2,4,6-trienoic acid
• 别名: (2E,4E,6E)-7-(2,4,5,6,7,7a-Hexahydro-4,4,7a-trimethyl-2-benzofuranyl)-3-methyl-2,4,6-octatrienoic Acid; 5,8-Epoxy-5,8-dihydroretinoic Acid; 5,8-Monoepoxyretinoic Acid; all-trans 5,8-Epoxy Retinoic Acid(Mixture of Diastereomers)

登记号

• CAS号: 3012-76-8
• PubChem SID: 162262261
• PubChem CID: 5364256

理论计算性质

• Acid pKa: 4.64343
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 3.357271
• LogD (pH = 7.4): 1.5798651
• Log P: 4.2694936
• 摩尔折射率: 96.3973 cm^3
• 极化性: 36.347374 Å^3
• 极化表面积: 46.53 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: Yellow Solid
• 熔点: 154-156°C

安全信息

• 保存条件: Amber Vial, -86°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - E589805

A metabolite of all-trans Retinoic acid (R250200).

参考文献

• Idres, N., et al.: Cancer Res., 61, 700 (2001)
• Taimi, M., et al.: J. Biol. Chem., 279, 77 (2001)
• Vermot, J., et al.: Science, 308, 563 (2001)