Chemicals and Drugs

Levonorgestrel

A synthetic progestational hormone with actions similar to those of PROGESTERONE and about twice as potent as its racemic or (+-)-isomer (NORGESTREL). It is used for contraception, control of menstrual disorders, and treatment of endometriosis.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A synthetic progestational hormone with actions similar to those of PROGESTERONE and about twice as potent as its racemic or (+-)-isomer (NORGESTREL). It is used for contraception, control of menstrual disorders, and treatment of endometriosis.

Chemical Identity

Chemical Information

Molecular Formula
C21H28O2
Molecular Weight
312.4 g/mol
CAS Registry No.
797-63-7
IUPAC Name
(8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
InChIKey
WWYNJERNGUHSAO-XUDSTZEESA-N
SMILES
CC[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=CC(=O)CC[C@H]34
MeSH Unique ID
D016912
Source
PubChem CID 13109

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

19 entry terms
  • 18,19-dinorpregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-, (17alpha)-(-)-
  • D-Norgestrel
  • l-Norgestrel
  • D Norgestrel
  • l Norgestrel
  • Capronor
  • Cerazet
  • Microlut
  • Microval
  • Mirena
  • NorLevo
  • Norgeston
  • Norplant
  • Norplant-2
  • Plan B
  • Vikela
  • duofem
  • Norplant 2
  • Norplant2

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

1992; use LEVONORGESTREL (NM) 1980-1991; for D-NORGESTREL use NORGESTREL 1978-2001

MeSH Record

Previous Indexing

  • Norgestrel (1980-1991)

MeSH Hierarchy

Tree Number

  1. D04w.210.500w.668w.651.693.762w.450w

AMA Style

References

  1. National Library of Medicine. Levonorgestrel. Medical Subject Headings (MeSH). 2026. Unique ID D016912. http://id.nlm.nih.gov/mesh/2026/D016912
  2. Levonorgestrel. In: Wikipedia. https://en.wikipedia.org/wiki/Levonorgestrel
  3. Levonorgestrel. In: Wikidata. https://www.wikidata.org/wiki/Q416950
  4. Levonorgestrel. In: PubChem Compound. CID 13109. https://pubchem.ncbi.nlm.nih.gov/compound/13109