disodium (2Z)-2-[(7Z)-hexadec-7-en-1-yl]-3-(2H3)methylbut-2-enedioate

• ChemBase编号: 164025
• 分子式: C21H34Na2O4
• 平均质量: 396.4718
• 单一同位素质量: 396.22524813
• SMILES: C(=C(\CCCCCC/C=C\CCCCCCCC)/C(=O)[O-])(/C(=O)[O-])\C.[Na+].[Na+]
• Canonical SMILES: CCCCCCCC/C=C\CCCCCC/C(=C(/C(=O)[O-])\C)/C(=O)[O-].[Na+].[Na+]
• InChI: InChI=1S/C21H36O4.2Na/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19(21(24)25)18(2)20(22)23;;/h10-11H,3-9,12-17H2,1-2H3,(H,22,23)(H,24,25);;/q;2*+1/p-2/b11-10-,19-18-
• InChIKey: FJQLDNIZWYJEEX-MPGFSKLGSA-L

名称和登记号

名称

• IUPAC标准名: disodium (2Z)-2-[(7Z)-hexadec-7-en-1-yl]-3-(^2H₃)methylbut-2-enedioate
• IUPAC传统名: disodium (2Z)-2-[(7Z)-hexadec-7-en-1-yl]-3-(^2H₃)methylbut-2-enedioate
• 别名: (2Z)-2-(7Z)-7-Hexadecen-1-yl-3-(methyl-d3)-2-butenedioic Acid Disodium Salt; (Z,Z)-2-(7-Hexadecenyl)-3-(methyl-d3)-2-butenedioic Acid Disodium Salt; (2Z)-2-(7Z)-7-Hexadecenyl-3-(methyl-d3)-2-butenedioic Acid Disodium Salt; Chaetomellic Acid B-d3 Disodium Salt

登记号

• PubChem SID: 162258160
• PubChem CID: 71314659

理论计算性质

• Acid pKa: 3.0370898
• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 4.552983
• LogD (pH = 7.4): 2.3827543
• Log P: 7.056795
• 摩尔折射率: 125.127 cm^3
• 极化性: 39.723324 Å^3
• 极化表面积: 80.26 Å^2
• 可自由旋转的化学键: 16
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - C291832

Labelled Chaetomellic acid B (C291830). It is an alkyl dicarboxylic acid isolated from the fermentation of Chaetomella acutiseta. Chaetomellic acid B 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 B 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)