Chemicals and Drugs

Podophyllotoxin

A lignan (LIGNANS) found in PODOPHYLLIN resin from the roots of PODOPHYLLUM plants. It is a potent spindle poison, toxic if taken internally, and has been used as a cathartic. It is very irritating to skin and mucous membranes, has keratolytic actions, has been used to treat warts and keratoses, and may have antineoplastic properties, as do some of its congeners and derivatives.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A lignan (LIGNANS) found in PODOPHYLLIN resin from the roots of PODOPHYLLUM plants. It is a potent spindle poison, toxic if taken internally, and has been used as a cathartic. It is very irritating to skin and mucous membranes, has keratolytic actions, has been used to treat warts and keratoses, and may have antineoplastic properties, as do some of its congeners and derivatives.

Chemical Identity

Chemical Information

Molecular Formula
C22H22O8
Molecular Weight
414.4 g/mol
CAS Registry No.
518-28-5
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
InChIKey
YJGVMLPVUAXIQN-XVVDYKMHSA-N
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
MeSH Unique ID
D011034
Source
PubChem CID 10607

MeSH Record

Classification

Broader headings

Narrower headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

13 entry terms
  • Podofilox
  • CPH86
  • Condyline
  • Condylox
  • Epipodophyllotoxin
  • Podocon-25
  • Podofilm
  • Podophyllotoxin, (5R-(5 alpha,5a alpha,8a alpha,9 alpha))-Isomer
  • Podophyllotoxin, (5R-(5 alpha,5a alpha,8a alpha,9 beta))-Isomer
  • Podophyllotoxin, (5R-(5 alpha,5a alpha,8a beta,9 alpha))-Isomer
  • Podophyllotoxin, (5R-(5 alpha,5a beta,8a alpha,9 beta))-Isomer
  • Wartec
  • Warticon

MeSH Record

Aspects Covered

28 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, biosynthesis, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, genetics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, physiology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

Indexing Annotation

/biosyn permitted if by plant

MeSH Record

History Note

73; EPIPODOPHYLLOTOXIN was see under PODOPHYLLOTOXIN 1975

MeSH Record

Previous Indexing

  • Alkaloids (1966-1972)
  • Antineoplastic Agents (1966-1972)

MeSH Hierarchy

Tree Numbers

  1. D02w.455w.426w.559w.389.140.450w.777w
  2. D02w.455w.426w.559w.847w.638.960.675w
  3. D04w.615w.638.960.675w

AMA Style

References

  1. National Library of Medicine. Podophyllotoxin. Medical Subject Headings (MeSH). 2026. Unique ID D011034. http://id.nlm.nih.gov/mesh/2026/D011034
  2. Podophyllotoxin. In: Wikipedia. https://en.wikipedia.org/wiki/Podophyllotoxin
  3. Podophyllotoxin. In: Wikidata. https://www.wikidata.org/wiki/Q421193
  4. Podophyllotoxin. In: PubChem Compound. CID 10607. https://pubchem.ncbi.nlm.nih.gov/compound/10607