Chemicals and Drugs

Epirubicin

An anthracycline which is the 4'-epi-isomer of doxorubicin. The compound exerts its antitumor effects by interference with the synthesis and function of DNA.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

An anthracycline which is the 4'-epi-isomer of doxorubicin. The compound exerts its antitumor effects by interference with the synthesis and function of DNA.

Chemical Identity

Chemical Information

Molecular Formula
C27H29NO11
Molecular Weight
543.5 g/mol
CAS Registry No.
56420-45-2
IUPAC Name
(7S,9S)-7-[(2R,4S,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
InChIKey
AOJJSUZBOXZQNB-VTZDEGQISA-N
SMILES
C[C@H]1[C@@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N)O
MeSH Unique ID
D015251
Source
PubChem CID 41867

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

Loading graph…

Drag nodes to rearrange; hover to trace links; click a node to open its page.

Drug Class

Pharmacological Action

MeSH Record

Synonyms

27 entry terms
  • 4'-Epi-Adriamycin
  • 4'-Epi-DXR
  • 4'-Epi-Doxorubicin
  • 4'-Epiadriamycin
  • 4'-Epidoxorubicin
  • 4' Epi Adriamycin
  • 4' Epi DXR
  • 4' Epi Doxorubicin
  • 4' Epiadriamycin
  • 4' Epidoxorubicin
  • EPI-cell
  • Ellence
  • Epilem
  • Epirubicin Hydrochloride
  • Farmorubicin
  • Farmorubicina
  • Farmorubicine
  • IMI-28
  • NSC-256942
  • Pharmorubicin
  • EPI cell
  • EPIcell
  • Hydrochloride, Epirubicin
  • IMI 28
  • IMI28
  • NSC 256942
  • NSC256942

MeSH Record

Aspects Covered

26 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, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

89

MeSH Record

Previous Indexing

  • Doxorubicin (1973-1988)

MeSH Hierarchy

Tree Numbers

  1. D02w.455w.426w.559w.847w.562.050.200w.175w.200w
  2. D04w.615w.562.050.200w.175w.200w
  3. D09w.408w.051.059.200w.175w.200w

AMA Style

References

  1. National Library of Medicine. Epirubicin. Medical Subject Headings (MeSH). 2026. Unique ID D015251. http://id.nlm.nih.gov/mesh/2026/D015251
  2. Epirubicin. In: Wikipedia. https://en.wikipedia.org/wiki/Epirubicin
  3. Epirubicin. In: Wikidata. https://www.wikidata.org/wiki/Q425122
  4. Epirubicin. In: PubChem Compound. CID 41867. https://pubchem.ncbi.nlm.nih.gov/compound/41867