6559-91-7

• 常用中文名：4'-去甲基表鬼臼毒素
• 常用英文名：4'-Demethylepipodophyllotoxin
• CAS号：6559-91-7
• 分子式：C₂₁H₂₀O₈
• 分子量：400.379
• 相关类别： 生物化工 中草药成分
• 发布时间：2018-03-06 08:00:00
• 更新时间：2026-06-30 17:49:30
• 4'-Demethylepipodophyllotoxin(4'-DMEP)是一个中间体化合物,能抑制微管组装。

名称

• 中文名: 4'-去甲氧基表鬼臼毒素
• 英文名: 4'-demethylepipodophyllotoxin
• 中文别名: 微管组装抑制剂(4-DEMETHYLIPODOPHYLLOTOXIN); 4'-去甲基表鬼臼毒素(表鬼臼毒素); 4-去甲氧基表鬼臼毒素对照品; 4`-去甲氧基表鬼臼毒素; 4'-去甲基表鬼臼毒素,10 MM DMSO 溶液; 4'-去甲氧基表鬼臼毒素/HPLC; 4'-脱甲基表鬼臼毒素; 化合物：4'-Demethylipodophyllotoxin; 鬼臼毒素杂质B; 4’-去甲表鬼臼毒素; 4'-脱甲基表鬼臼毒素(DM杂质E; 4'-DEMETHYLIPODOPHYLLOTOXIN 4'-去甲氧基表鬼臼毒素; 依托泊甙杂质E; 鬼臼毒素衍生物1; 4-Demethylipodophyllotoxin(NSC-122819,VM-26) 4-去甲氧基表鬼臼毒素,S; 4-Demethylipodophyllotoxin(NSC-122819,VM-26) 4-去甲氧基表鬼臼毒素，S; 4'-去甲氧基表鬼臼毒素(标准品); 化合物:4'-Demethylipodophyllotoxin; 依托泊苷杂质E; 替尼泊苷相关化合物A; 4'-去甲表鬼臼毒素; '-去甲基表鬼臼毒素; 4'-去甲氧基表鬼臼毒素/衍生物; (5R,5,8,9S)-9-羟基-5-(4-羟基-3,5-二甲氧苯基)-5,5A,8A,9-四氢呋喃并[3',4':6,7]萘并[2,3-D][1,3]二氧杂环戊烷-6(8H)-酮
• 英文别名: Etoposide Impurity E (4'-Demethyl i-Podophyllotoxin (DM); 4'-O-demethyl-4-epipodophyllotoxin; 4-Demethylipodophyllotoxin(NSC-122819,VM-26); 4'-DEMETHYLEPIPODOPHYLLOTOXINE; (5R)-5β-(3,5-Dimethoxy-4-hydroxyphenyl)-7α-(hydroxymethyl)-8α-hydroxy-5,6,7,8-tetrahydronaphtho[2,3-d]-1,3-dioxole-6β-cboxylic acid 6,7-lactone; Intermediate Impurity 80; 4'-O-demethylepipodophyllotoxin; 4′,-Demethylipodophyllotoxin; Etoposide impurity E; Podophyllotoxin Impurity B; 4-Demethylepipodo phyllotoxin; 4'-O-deMethylipodophyllotoxin; (5R)-5β-(3,5-Dimethoxy-4-hydroxyphenyl)-9α-hydroxy-5,5aα,6,8,8aβ,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d]-1,3-dioxole-6-one; (5R,5aR,8aR,9S)-9-Hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one; 4-DEMETHYL EIPODOPHYLLOTOXIN; (5R,5,8,9S)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one; 4'-demethyl-epipodophyllotoxin; 4'-Demethylipodophyllotoxin; 4-DeMethyl ipodophyllotoxin(DM; Podophyllotoxin p-Desmethyl 9-imer; 4-Domethylpodophyllotoxin, 4'-demethyl-i-Podophyllotoxin; (5R)-5,8,8aβ,9-Tetrahydro-9α-hydroxy-5β-(4-hydroxy-3,5-dimethoxyphenyl)furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aαH)-one; oxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-,(5r-(5-alpha,5a-beta,8a-alpha,9-beta)); 4-DEMETHYL IPODOPHYLLOTOXIN; (5R,5aα,8aβ)-5,8,8a,9-Tetrahydro-5β-(4-hydroxy-3,5-dimethoxyphenyl)-9α-hydroxyfuro[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one; Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one,5,8,8a,9-tetrahydro-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-,(5R,5,8,9S); 4-Domethylpodophyllotoxin,4'-demethyl-epi-Podophyllotoxin; 4'-DM; Podophyllotoxin Impurity B (4'-Demethyl i-Podophyllotoxin (Dm); 4''-Demethylipodophyllotoxin, 10 mM in DMSO; 4'-Demethylipodophyllotoxin //BP; DMEP; 4|-Demethylipodophyllotoxin (4'-O-demethylipodophyllotoxin; (5S,5,8,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-benzofuro[5,6-f][1,3]benzodioxol-8-one; 4''-Demethylipodophyllotoxin; etoposide aglycone; 4'-DMEP; 4'-demethyl-9-epipodophyllotoxin; 4'-demethyl-4-epipodophyllotoxin; 4’-Dmethylipodophyllotoxin; 4'-Demethylipodophyllotoxi; 4'-Demethyl i-Podophyllotoxin (DM; 4'-DEMETHYLIPODOPHYLLOTOXINE; Podophyllotoxin Derivate 1; (5R,5,8,9S)-9-Hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one; Demethylpodophyllotoxin, 4'; Etoposide Impurity 5 (Etoposide Impurity E); MFCD00189421; Teniposide Related Compound A (4''-Demethylipodophyllotoxin); 4 -DEMETHYL EIPODOPHYLLOTOXIN; Teniposide Related Compound A

物化性质

• 密度: 1.4±0.1 g/cm3
• 沸点: 626.5±55.0 °C at 760 mmHg
• 熔点: 246-248ºC
• 分子式: C₂₁H₂₀O₈
• 分子量: 400.379
• 闪点: 224.4±25.0 °C
• 精确质量: 400.115814
• PSA: 103.68000
• LogP: 0.71
• 外观性状: 白色结晶粉末
• 蒸汽压: 0.0±1.9 mmHg at 25°C
• 折射率: 1.638
• 储存条件: -20°C Freezer
• 分子结构:

  1、 摩尔折射率：99.48

  2、 摩尔体积（cm³/mol）：276.8

  3、 等张比容（90.2K）：771.6

  4、 表面张力（dyne/cm）：60.3

  5、 极化率（10-24cm3）：39.43

• 更多:

  1. 熔点（ºC）：246-248

生物活性

• 描述: 4'-Demethylepipodophyllotoxin(4'-DMEP)是一个中间体化合物,能抑制微管组装。
• 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
• 参考文献:

  [1]. Tang YJ, Zhao W, Li HM. Novel tandem biotransformation process for the biosynthesis of a novel compound, 4-(2,3,5,6-tetramethylpyrazine-1)-4'-demethylepipodophyllotoxin. Appl Environ Microbiol. 2011 May;77(9):3023-34.

  [2]. Dhawan D, Balasubramanian S, Amonkar AJ, Chemopreventive effect of 4'-demethyl epipodophyllotoxin on DMBA/TPA-induced mouse skin carcinogenesis. Carcinogenesis. 1999 Jun;20(6):997-1003.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : LV2476200 CAS REGISTRY NUMBER : 6559-91-7 BEILSTEIN REFERENCE NO. : 1358259 LAST UPDATED : 199612 DATA ITEMS CITED : 5 MOLECULAR FORMULA : C21-H20-O8 MOLECULAR WEIGHT : 400.41 WISWESSER LINE NOTATION : T E5 C665 FVO NO PO OHTT&&J DR DQ CO1 EO1& JQ HEALTH HAZARD DATA ACUTE TOXICITY DATA MUTATION DATA TYPE OF TEST : Mutation test systems - not otherwise specified TEST SYSTEM : Human HeLa cell DOSE/DURATION : 10 umol/L REFERENCE : BICHAW Biochemistry. (American Chemical Soc., Distribution Office Dept. 223, POB 57136, West End Stn., Washington, DC 20037) V.1- 1962- Volume(issue)/page/year: 15,5443,1976

合成路线

上下游产品

上游产品  4
518-28-5 746639-24-7 1185862-69-4 64-19-7
下游产品  10
33419-42-0 23363-35-1 127882-59-1 127882-83-1
3590-93-0 138355-94-9 138456-91-4 138355-95-0
125830-36-6 138355-93-8