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4375-07-9

4375-07-9 Structure

4375-07-9 Structure
IdentificationBack Directory
[Name]

Epipodophyllotoxin
[CAS]

4375-07-9
[Synonyms]

Eipodophyllotoxin
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-[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
(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)-
(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
[Molecular Formula]

C22H22O8
[MOL File]

4375-07-9.mol
[Molecular Weight]

414.41
Chemical PropertiesBack Directory
[Melting point ]

160.3°C
[Boiling point ]

453.31°C (rough estimate)
[density ]

1.2649 (rough estimate)
[refractive index ]

1.4480 (estimate)
[pka]

13.26±0.40(Predicted)
Hazard InformationBack Directory
[Uses]

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