105454-04-4

• 常用中文名：7-表紫杉醇
• 常用英文名：7-Epitaxol
• CAS号：105454-04-4
• 分子式：C₄₇H₅₁NO₁₄
• 分子量：853.906
• 相关类别： 生物化工 植物提取物
• 发布时间：2018-02-06 08:00:00
• 更新时间：2024-01-04 21:54:03
• 7-epi-Taxol 是 taxol 的活性代谢物,在抑制细胞增殖及微管 (microtubule) 解离,诱导微管聚合等方面与 taxol 作用相当。

名称

• 中文名: 7-表紫杉醇
• 英文名: 7-Epitaxol
• 中文别名: 紫杉醇; 7-差向紫杉酚; 7-差向紫杉醇
• 英文别名: BMS 181339-01; Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13 ,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (αR,βS)-; Plaxicel; (2α,5β,7α,10β,13α)-4,10-Diacetoxy-13-{[(2R,3S)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoyl]oxy}-1,7-dihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate; benzenepropanoic acid, b-(benzoylamino)-a-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (aR,bS)-; Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, (2aR,4R,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13 ,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (αR,βS)-; Paxceed; (2a,5b,7b,10b,13a)-4,10-bis(acetyloxy)-13-{[(2R,3S)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoyl]oxy}-1,7-dihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate; (2α,5β,7β,10β,13α)-4,10-Diacetoxy-13-{[(2R,3S)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoyl]oxy}-1,7-dihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate; 5b,20-Epoxy-1,2a,4,7b,10b,13a-hexahydroxytax-11-en-9-one 4,10-Diacetate 2-Benzoate 13-Ester with (2R,3S)-N-Benzoyl-3-phenylisoserine; Yewtaxan; benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, (2aR,4R,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (αR,βS)-; Paclitaxel; TaxAlbin; Peclitaxel; Epitaxol; Taxol; (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-Bis(acetyloxy)-1,9-dihydroxy-15-({(2R,3S)-2-hydroxy-3-phenyl-3-[(phenylcarbonyl)amino]propanoyl}oxy)-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0.0]heptadec-13-en-2-ylbenzolcarboxylat; Paxene; Taxol A; LipoPac; 7-Epi Paclitaxel; Ebetaxel; 7-epi-Taxol; (2α,5β,7β,10β,13α)-4,10-bis(acetyloxy)-1,7-dihydroxy-13-({(2R,3S)-2-hydroxy-3-phenyl-3-[(phenylcarbonyl)amino]propanoyl}oxy)-9-oxo-5,20-epoxytax-11-en-2-yl benzoate; Anzatax; UNII-P88XT4IS4D; baccatin III N-benzyl-b-phenylisoserine ester; (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-({(2R,3S)-2-hydroxy-3-phenyl-3-[(phenylcarbonyl)amino]propanoyl}oxy)-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0.0]heptadec-13-en-2-yl benzoate; Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (αR,βS)-; Onxol

物化性质

• 密度: 1.4±0.1 g/cm3
• 沸点: 957.1±65.0 °C at 760 mmHg
• 熔点: 168-170?C
• 分子式: C₄₇H₅₁NO₁₄
• 分子量: 853.906
• 闪点: 532.6±34.3 °C
• 精确质量: 853.330933
• PSA: 221.29000
• LogP: 7.38
• 外观性状: 粉末
• 蒸汽压: 0.0±0.3 mmHg at 25°C
• 折射率: 1.637
• 储存条件: -20°C Freezer, Under Inert Atmosphere

生物活性

• 描述: 7-epi-Taxol 是 taxol 的活性代谢物,在抑制细胞增殖及微管 (microtubule) 解离,诱导微管聚合等方面与 taxol 作用相当。
• 相关类别:
  信号通路 >> 细胞周期/DNA损伤 >> 微管/微管蛋白
  信号通路 >> 细胞骨架 >> 微管/微管蛋白
  研究领域 >> 癌症
  天然产物 >> 萜类化合物和糖苷
• 靶点:

  Microtubule/Tubulin[2]

• 体外研究: 7-epi-Taxol(7-Epitaxol)是紫杉醇的代谢产物[1]。 7-epi-Taxol具有与紫杉醇相当的活性,可用于细胞复制,微管束形成和体外微管聚合[2]。
• 参考文献:

  [1]. Royer I, et al. Paclitaxel metabolites in human plasma and urine: identification of 6 alpha-hydroxytaxol, 7-epitaxol and taxol hydrolysis products using liquid chromatography/atmospheric-pressure chemical ionization mass spectrometry. Rapid Commun Mass Spectrom. 1995;9(6):495-502.

  [2]. Ringel I, et al. Taxol is converted to 7-epitaxol, a biologically active isomer, in cell culture medium. J Pharmacol Exp Ther. 1987 Aug;242(2):692-8.

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