CAS 518-28-5: Podophyllotoxin
Description:Podophyllotoxin is a naturally occurring lignan derived from the roots of the mayapple plant, *Podophyllum peltatum*. It is characterized by its complex polycyclic structure, which includes a dibenzylbutyrolactone skeleton. This compound exhibits significant biological activity, particularly as an antitumor agent, and has been utilized in the treatment of various cancers, including testicular cancer and certain types of skin lesions. Podophyllotoxin functions by inhibiting the enzyme topoisomerase II, which is crucial for DNA replication and cell division, thereby leading to cell death in rapidly dividing cancer cells. Additionally, it possesses antiviral properties, particularly against human papillomavirus (HPV), making it useful in topical treatments for warts. The substance is typically found in a crystalline form and is soluble in organic solvents but has limited solubility in water. Due to its potent biological effects, podophyllotoxin is handled with care in laboratory and clinical settings, and its derivatives, such as etoposide and teniposide, are more commonly used in chemotherapy regimens.
Formula:C22H22O8
InChI:InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18+,19-,20-/m0/s1
InChI key:InChIKey=YJGVMLPVUAXIQN-XVVDYKMHSA-N
SMILES:O=C1OCC2C(O)C3=CC=4OCOC4C=C3C(C5=CC(OC)=C(OC)C(OC)=C5)C12
- Synonyms:
- (5R,5aR,8aR,9R)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-furo(3',4':6,7)naphtho[2,3-d]-1,3-dioxol-6(5aH)-one
- (5R,5aR,8aR,9R)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one
- (5R,5aR,8aR,9R)-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
- (5R,5aS,8aR,9R)-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
- 1,3,3A,4,9,9A-Hexahidro-9-Hidroxi-6,7-(Metilenodioxi)-4-(3',4',5'-Trimetoxifenil)Benzo[F]Isobenzofuran-3-Ona
- 1,3,3A,4,9,9A-Hexahydro-9-Hydroxy-6,7-(Methylenedioxy)-4-(3',4',5'-Trimethoxyphenyl)Benz[F]Isobenzofuran-3-One
- 1,3,3A,4,9,9A-Hexahydro-9-Hydroxy-6,7-(Methylenedioxy)-4-(3',4',5'-Trimethoxyphenyl)Benzo[F]Isobenzofuranne-3-One
- 1,3,3a,4,9,9a-Hexahydro-9-hydroxy-6,7-(methylendioxy)-4-(3',4',5'-trimethoxyphenyl)benz[f]isobenzofuran-3-on
- 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
- Condyline
- See more synonyms
- Condylox
- 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,9R)-
- 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-(5α,5aβ,8aα,9α)]-
- 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,9R)-
- 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-(5α,5aβ,8aα,9α)]-
- Nsc 24818
- Podofilox
- Podophyllotoxin
![(5R,5aR,8aR,9R)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)furo[3',4':6,7]naphtho[2,3…](https://static.cymitquimica.com/products/IN/thumb/DA003ACJ.jpg)
