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Epipodophyllotoxin

Product Name
Epipodophyllotoxin
CAS No.
4375-07-9
Chemical Name
Epipodophyllotoxin
Synonyms
Eipodophyllotoxin;Epipodophyllotoxin;(-)-Epipodophyllotoxin;(-)-Epipodophyllotoxin;Podophyllotoxin 9-Epimer;(5R)-5,8,8aβ,9-Tetrahydro-9α-hydroxy-5β-(3,4,5-trimethoxyphenyl)furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxole-(5aαH)-one;(5R)-5,5aα,8aβ,9-Tetrahydro-9α-hydroxy-5β-(3,4,5-trimethoxyphenyl)furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxole-6(8H)-one;(5S,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro[5,6-f][1,3]benzodioxol-8-one;(5S,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one;(5R,5aR,8aR,9S)-5,8,8a,9-Tetrahydro-5-(3,4,5-trimethoxyphenyl)-9-hydroxyfuro[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one
CBNumber
CB72177765
Molecular Formula
C22H22O8
Formula Weight
414.41
MOL File
4375-07-9.mol
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Epipodophyllotoxin Property

Melting point:
160.3°C
Boiling point:
453.31°C (rough estimate)
Density 
1.2649 (rough estimate)
refractive index 
1.4480 (estimate)
storage temp. 
Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
13.26±0.40(Predicted)
color 
White to Off-White
Stability:
Hygroscopic
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
E588645
Product name
Epipodophyllotoxin
Packaging
1g
Price
$1190
Updated
2021/12/16
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Epipodophyllotoxin Chemical Properties,Usage,Production

Uses

Epipodophyllotoxins is a naturally occuring antitumors agent extracted from Mayapple plant.

Mechanism of action

Epipodophyllotoxin is a highly effective anticancer drug. Its mechanism of action may be to inhibit topoisomerase II, which in turn prevents the replication of DNA in tumour cells.

Anticancer Research

It is a lignan compound; podophyllotoxin is isolated from the roots of Podophyllumpeltatum and P. emodi. Teniposide and etoposide are the semisynthetic derivativesof epipodophyllotoxin, and they are used for lymphomas and bronchial and testicularcancers (Shoeb 2006). These compounds break DNA molecules during the G2/Mphase in cell cycle by binding to tubulin and irreversibly inhibiting DNAtopoisomerase II (Balunas and Kinghorn 2005). Podophyllotoxin prevents thebreast cancer cell growth by modifying checkpoint kinase 2 (Chk2) signalingpathway and also induces apoptosis in non-small cell lung cancer by cell cyclearrest, autophagy, and ER stress (Singh et al. 2016b).

Epipodophyllotoxin Preparation Products And Raw materials

Raw materials

Preparation Products

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4375-07-9, EpipodophyllotoxinRelated Search:


  • Eipodophyllotoxin
  • (-)-Epipodophyllotoxin
  • (5R)-5,5aα,8aβ,9-Tetrahydro-9α-hydroxy-5β-(3,4,5-trimethoxyphenyl)furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxole-6(8H)-one
  • (5R)-5,8,8aβ,9-Tetrahydro-9α-hydroxy-5β-(3,4,5-trimethoxyphenyl)furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxole-(5aαH)-one
  • (5R)-5β-(3,4,5-Trimethoxyphenyl)-7α-(hydroxymethyl)-8α-hydroxy-5,6,7,8-tetrahydronaphtho[2,3-d]-1,3-dioxole-6β-carboxylic acid 6,7-lactone
  • (5R,5aR,8aR,9S)-5,8,8a,9-Tetrahydro-5-(3,4,5-trimethoxyphenyl)-9-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-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR,9S)-
  • Epipodophyllotoxin
  • (5S,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
  • (5S,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro[5,6-f][1,3]benzodioxol-8-one
  • Podophyllotoxin 9-Epimer
  • (-)-Epipodophyllotoxin
  • (5R)-5β-(3,4,5-Trimethoxyphenyl)-7α-(hydroxymethyl)-8α-hydroxy-5,6,7,8-tetrahydronaphtho[2,3-d]-1,3-dioxole-6β-carboxylic acid 6,7-lactone
  • ( ) Epipodophyllotoxin,spindle,antiproliferative,Apoptosis,American,904166,cancer,mayapple,mitotic,Podophyllum peltatum,()Epipodophyllotoxin,assembly,Inhibitor,inhibit
  • (5R,5aR,8aR,9S)-9-Hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
  • 4375-07-9
  • Aromatics, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals