(7S,11S,12S,16Z,19S)-7,11-bis[(tert-butyldimethylsilyl)oxy]-2,2,3,3,8,8,10,12,16,21,21,22,22-tridecamethyl-19-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,20-dioxa-3,21-disilatricos-16-en-9-one

• ChemBase编号: 178446
• 分子式: C51H101NO5SSi4
• 平均质量: 952.75834
• 单一同位素质量: 951.64775246
• SMILES: C(=C\C[C@@H](/C(=C/c1csc(n1)C)/C)O[Si](C(C)(C)C)(C)C)(\CCC[C@@H]([C@@H](C(C(=O)C([C@H](CCO[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C)(C)C)C)O[Si](C(C)(C)C)(C)C)C)/C
• Canonical SMILES: C/C(=C/C[C@@H](/C(=C/c1csc(n1)C)/C)O[Si](C(C)(C)C)(C)C)/CCC[C@@H]([C@@H](C(C(=O)C([C@@H](O[Si](C(C)(C)C)(C)C)CCO[Si](C(C)(C)C)(C)C)(C)C)C)O[Si](C(C)(C)C)(C)C)C
• InChI: InChI=1S/C51H101NO5SSi4/c1-37(31-32-43(55-60(22,23)48(9,10)11)39(3)35-42-36-58-41(5)52-42)29-28-30-38(2)45(57-62(26,27)50(15,16)17)40(4)46(53)51(18,19)44(56-61(24,25)49(12,13)14)33-34-54-59(20,21)47(6,7)8/h31,35-36,38,40,43-45H,28-30,32-34H2,1-27H3/b37-31-,39-35+/t38-,40?,43-,44-,45-/m0/s1
• InChIKey: OCGGWJZENCFVKE-XZGYZSGYSA-N

名称和登记号

名称

• IUPAC标准名: (7S,11S,12S,16Z,19S)-7,11-bis[(tert-butyldimethylsilyl)oxy]-2,2,3,3,8,8,10,12,16,21,21,22,22-tridecamethyl-19-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,20-dioxa-3,21-disilatricos-16-en-9-one
• IUPAC传统名: (7S,11S,12S,16Z,19S)-7,11-bis[(tert-butyldimethylsilyl)oxy]-2,2,3,3,8,8,10,12,16,21,21,22,22-tridecamethyl-19-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,20-dioxa-3,21-disilatricos-16-en-9-one
• 别名: (3S,6R,7S,8S,12Z,15S,16E)-1,3,7,15-Tetrakis-{[tert-butyl(dimethyl)silyl]oxy}-4,4,6,8,12,16-hexamethyl-17-(2-methyl-1,3-thiazol-4-yl)heptadeca-12,16-dien-5-one

登记号

• CAS号: 193146-51-9
• PubChem SID: 164234356
• PubChem CID: 71752484

理论计算性质

• Acid pKa: 18.843418
• 质子受体: 6
• 质子供体: 0
• LogD (pH = 5.5): 15.450778
• LogD (pH = 7.4): 15.451491
• Log P: 15.4515
• 摩尔折射率: 259.3014 cm^3
• 极化性: 110.5855 Å^3
• 极化表面积: 66.88 Å^2
• 可自由旋转的化学键: 27
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Acetone; Chloroform; Dichloromethane; Ethyl Acetate
• 外观: Off-Yellow Oil

详细说明

Toronto Research Chemicals - T296750

An intermediate in the synthesis of Epothilones. Epothilones are polyketide natural products that inhibit cancer cells by a mechanism similar to paclitaxel, and also are effective against paclitaxel-resistant tumours. Epothilone D is in phase I clinical

参考文献

• Hoee, G., et al.: Pure Appl. Chem., 71, 11, 2019 (1999)
• Giannakakou, P., et al.: Proc. Natl. Acad. Sci. USA, 97, 2904 (2000)