Structure via PubChem · Public domain (PubChem)
podofilox
Sign in to saveAlso known as Condylox, Podophyllotoxin, 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, Podophyllotoxin 7, PPT, (-)-Podophyllotoxin, Podophyllinic acid lactone
Podophyllotoxin (PPT) is the active ingredient in Podofilox, a medical cream used to treat genital warts and molluscum contagiosum. It is not recommended for HPV infections without external warts. It can be applied either by a healthcare provider or the patient themselves.
Chemical data
- Formula
- C22H22O8
- Molecular weight
- 414.4 g/mol
- IUPAC name
- (5R,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
- SMILES
- COC1=CC(=CC(=C1OC)OC)[C@H]2[C@@H]3[C@H](COC3=O)[C@H](C4=CC5=C(C=C24)OCO5)O
- InChIKey
- YJGVMLPVUAXIQN-XVVDYKMHSA-N
- XLogP
- 2
- Polar surface area
- 92.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Research
21,105 papers- Discovery of Podofilox as a Potent cGAMP-STING Signaling Enhancer with Antitumor Activity.Cancer immunology research · 2023
- Podophyllotoxin.Phytochemistry · 2000
- The Microtubule Inhibitor Podofilox Inhibits an Early Entry Step of Human Cytomegalovirus.Viruses · 2016
- Patient-applied podofilox for treatment of genital warts.Lancet (London, England) · 1989
- Podofilox-induced regression of Shope papillomas may be independent of host immunity.The Journal of investigative dermatology · 1993
via PubMed
Wikidata facts
- Mass
- 414.131
Show 4 more facts
- chemical formula
- C₂₂H₂₂O₈
- isomeric SMILES
- COC1=CC(=CC(=C1OC)OC)[C@H]2[C@@H]3[C@H](COC3=O)[C@H](C4=CC5=C(C=C24)OCO5)O
- canonical SMILES
- COC1=CC(=CC(=C1OC)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
- Commons category
- Podophyllotoxin
via Wikidata · CC0
~8 min read
Article
11 sectionsContents
- Medical uses
- Adverse effects
- Mechanism of action
- Chemistry
- Structural characteristic
- Biosynthesis
- Chemical synthesis
- Derivatives
- Natural abundance
- References
- Further reading
Podophyllotoxin (PPT) is the active ingredient in Podofilox, a medical cream used to treat genital warts and molluscum contagiosum. It is not recommended for HPV infections without external warts. It can be applied either by a healthcare provider or the patient themselves.
Podophyllotoxin is a non-alkaloid lignan extracted from the roots and rhizomes of plants of the genus Podophyllum. A less refined form known as podophyllum resin is also available, but has greater side effects.