(2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid

• ChemBase编号: 171969
• 分子式: C20H26O3
• 平均质量: 314.41864
• 单一同位素质量: 314.18819469
• SMILES: C1CC(=O)C(=C(C1(C)C)/C=C/C(=C/C=C/C(=C\C(=O)O)/C)/C)C
• Canonical SMILES: C/C(=C\C=C\C(=C/C(=O)O)\C)/C=C/C1=C(C)C(=O)CCC1(C)C
• InChI: InChI=1S/C20H26O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13H,11-12H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7+,15-13-
• InChIKey: GGCUJPCCTQNTJF-FAOQNJJDSA-N

名称和登记号

名称

• IUPAC标准名: (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid
• IUPAC传统名: 4-oxo-13-cis-retinoic acid
• 别名: 3,7-Dimethyl-9-(4-keto-2,6,6-trimethyl-1-cyclohexen-1-yl)-2Z,4E,6E,8E-nonatetranenoic Acid; 4-Oxoisotretinoin; Ro 22-6595; 4-Oxo-13-cis-retinoic Acid; 4-Keto 13-cis-Retinoic Acid

登记号

• CAS号: 71748-58-8
• PubChem SID: 164227879
• PubChem CID: 6437087

理论计算性质

• Acid pKa: 4.996648
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 3.7256129
• LogD (pH = 7.4): 1.9733462
• Log P: 4.3470845
• 摩尔折射率: 98.484 cm^3
• 极化性: 36.218983 Å^3
• 极化表面积: 54.37 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Acetone; Chloroform; Ethanol (slightly); Ether; Ethyl Acetate; Isopropanol
• 外观: Yellow to Orange Solid
• 熔点: 150-157°C

安全信息

• 保存条件: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• 保存注意事项: Moisture, Temperature, Light Sensitive, Store in freezer

详细说明

Toronto Research Chemicals - K204970

A metabolite of Retinoic acid in neuroblastoma.

参考文献

• Andreola, F., et al.: J. Biol. Chem., 279, 3434 (2004)
• Armstrong, J., et al.: Biochem. Pharmacol., 69, 1299 (2004)
• Njar, V., et al.: Bioorg. Med. Chem., 14, 4323 (2004)
• Veal, G., et al.: Br. J. Cancer, 96, 424 (2004)