3-[(1E,3E,5E,7E)-9-hydroxy-3,7-dimethylnona-1,3,5,7-tetraen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one

• ChemBase编号: 2423
• 分子式: C20H28O2
• 平均质量: 300.43512
• 单一同位素质量: 300.20893014
• SMILES: C/C(=C\CO)/C=C/C=C(\C)/C=C/C1=C(C)C(=O)CCC1(C)C
• Canonical SMILES: OC/C=C(/C=C/C=C(/C=C/C1=C(C)C(=O)CCC1(C)C)\C)\C
• InChI: InChI=1S/C20H28O2/c1-15(7-6-8-16(2)12-14-21)9-10-18-17(3)19(22)11-13-20(18,4)5/h6-10,12,21H,11,13-14H2,1-5H3/b8-6+,10-9+,15-7+,16-12+
• InChIKey: PLIUCYCUYQIBDZ-RMWYGNQTSA-N

名称和登记号

名称

• IUPAC标准名: 3-[(1E,3E,5E,7E)-9-hydroxy-3,7-dimethylnona-1,3,5,7-tetraen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one
• IUPAC传统名: 4-oxoretinol
• 别名: 4-Oxoretinol; 15-Hydroxyretin-4-one; 3-(9-Hydroxy-3,7-dimethyl-1,3,5,7-nonatetraenyl)-2,4,4-trimethyl-2-cyclohexen-1-one; 4-Oxoretinol; all-trans-4-Oxoretinol; 4-Keto Retinol

登记号

• CAS号: 62702-55-0
• PubChem SID: 160965874; 46506951
• PubChem CID: 5289090

理论计算性质

JChem

• Acid pKa: 16.435617
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 4.0268097
• LogD (pH = 7.4): 4.0268097
• Log P: 4.0268097
• 摩尔折射率: 98.6166 cm^3
• 极化性: 36.363087 Å^3
• 极化表面积: 37.3 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 5.31
• LOG S: -4.39
• 溶解度: 1.21e-02 g/l

分子性质

理化性质

• 溶解度: Chloroform; Ethyl Acetate; Methanol
• 外观: Yellow Solid
• 熔点: 102-106°C

安全信息

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

详细说明

DrugBank - DB02699

Drug information: experimental

Toronto Research Chemicals - K205000

A metabolite of Retinol.

参考文献

• McCormick, A., et al.: J. Biol. Chem., 257, 1730 (1982)
• Levin, A., et al.: Nature, 355, 359 (1982)
• Meyer, E., et al.: Clin. Chem., 40, 48 (1982)