disodium (2Z)-2-methyl-3-tetradecylbut-2-enedioate

• ChemBase编号: 163886
• 分子式: C19H32Na2O4
• 平均质量: 370.43452
• 单一同位素质量: 370.20959807
• SMILES: C(=C(\CCCCCCCCCCCCCC)/C(=O)[O-])(\C)/C(=O)[O-].[Na+].[Na+]
• Canonical SMILES: CCCCCCCCCCCCCC/C(=C(/C(=O)[O-])\C)/C(=O)[O-].[Na+].[Na+]
• InChI: InChI=1S/C19H34O4.2Na/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-17(19(22)23)16(2)18(20)21;;/h3-15H2,1-2H3,(H,20,21)(H,22,23);;/q;2*+1/p-2/b17-16-
• InChIKey: FIKFWCKPWWTJBB-LSSNYKSTSA-L

名称和登记号

名称

• IUPAC标准名: disodium (2Z)-2-methyl-3-tetradecylbut-2-enedioate
• IUPAC传统名: disodium (2Z)-2-methyl-3-tetradecylbut-2-enedioate
• 别名: (2Z)-2-Methyl-3-tetradecyl-2-butenedioic Acid Disodium Salt; Chaetomellic Acid A Disodium Salt

登记号

• CAS号: 161308-35-6
• PubChem SID: 162258021
• PubChem CID: 71314591

理论计算性质

• Acid pKa: 2.9883614
• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 3.977376
• LogD (pH = 7.4): 1.8274739
• Log P: 6.529579
• 摩尔折射率: 114.8084 cm^3
• 极化性: 36.282993 Å^3
• 极化表面积: 80.26 Å^2
• 可自由旋转的化学键: 15
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - C291815

Chaetomellic acid A is an alkyl dicarboxylic acid isolated from the fermentation of Chaetomella acutiseta. Chaetomellic acid A has been shown to be a potent, highly specific inhibitor of RAS farnesyl protein transferase (FPTase). The association between RAS proteins and cancer has made Chaetomellic acid A a potential chemotherapeutic agent.

参考文献

• Gibbs, J.B., et al.: J. Biol. Chem., 268, 7618 (1993)
• Tamanoi, F., et al.: Trends Biochem. Sci., 18, 349 (1993)