Chemicals and Drugs

Irinotecan

A semisynthetic camptothecin derivative that inhibits DNA TOPOISOMERASE I to prevent nucleic acid synthesis during S PHASE. It is used as an antineoplastic agent for the treatment of COLORECTAL NEOPLASMS and PANCREATIC NEOPLASMS.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A semisynthetic camptothecin derivative that inhibits DNA TOPOISOMERASE I to prevent nucleic acid synthesis during S PHASE. It is used as an antineoplastic agent for the treatment of COLORECTAL NEOPLASMS and PANCREATIC NEOPLASMS.

Chemical Identity

Chemical Information

Molecular Formula
C33H38N4O6
Molecular Weight
586.7 g/mol
CAS Registry No.
97682-44-5
IUPAC Name
[(19S)-10,19-diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaen-7-yl] 4-piperidin-1-ylpiperidine-1-carboxylate
InChIKey
UWKQSNNFCGGAFS-XIFFEERXSA-N
SMILES
CCC1=C2CN3C(=CC4=C(C3=O)COC(=O)[C@@]4(CC)O)C2=NC5=C1C=C(C=C5)OC(=O)N6CCC(CC6)N7CCCCC7
MeSH Unique ID
D000077146
Source
PubChem CID 60838

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

16 entry terms
  • Camptothecin-11
  • Irrinotecan
  • Camptothecin 11
  • 7-Ethyl-10-hydroxycamptothecin
  • CPT 11
  • CPT-11
  • Camptosar
  • Irinotecan Hydrochloride
  • NK012 Compound
  • SN 38
  • SN 38 11
  • SN-38
  • SN-38-11
  • 7 Ethyl 10 hydroxycamptothecin
  • CPT11
  • SN3811

MeSH Record

Aspects Covered

25 allowable subheadings

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

MeSH Record

History Note

2019 (1987)

MeSH Hierarchy

Tree Number

  1. D03w.132w.151w.425w

AMA Style

References

  1. National Library of Medicine. Irinotecan. Medical Subject Headings (MeSH). 2026. Unique ID D000077146. http://id.nlm.nih.gov/mesh/2026/D000077146
  2. Irinotecan. In: Wikipedia. https://en.wikipedia.org/wiki/Irinotecan
  3. Irinotecan. In: Wikidata. https://www.wikidata.org/wiki/Q412197
  4. Irinotecan. In: PubChem Compound. CID 60838. https://pubchem.ncbi.nlm.nih.gov/compound/60838