Chemicals and Drugs

Estriol

A hydroxylated metabolite of ESTRADIOL or ESTRONE that has a hydroxyl group at C3, 16-alpha, and 17-beta position. Estriol is a major urinary estrogen. During PREGNANCY, a large amount of estriol is produced by the PLACENTA. Isomers with inversion of the hydroxyl group or groups are called epiestriol.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A hydroxylated metabolite of ESTRADIOL or ESTRONE that has a hydroxyl group at C3, 16-alpha, and 17-beta position. Estriol is a major urinary estrogen. During PREGNANCY, a large amount of estriol is produced by the PLACENTA. Isomers with inversion of the hydroxyl group or groups are called epiestriol.

Chemical Identity

Chemical Information

Molecular Formula
C18H24O3
Molecular Weight
288.4 g/mol
CAS Registry No.
50-27-1
IUPAC Name
(8R,9S,13S,14S,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,16,17-triol
InChIKey
PROQIPRRNZUXQM-ZXXIGWHRSA-N
SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@H]([C@@H]2O)O)CCC4=C3C=CC(=C4)O
MeSH Unique ID
D004964
Source
PubChem CID 5756

MeSH Record

Classification

Broader headings

Narrower headings

Related Concepts

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MeSH Record

Synonyms

11 entry terms
  • (16alpha,17beta)-Estra-1,3,5(10)-Triene-3,16,17-Triol
  • 16-alpha-Hydroxy-Estradiol
  • 16alpha,17beta-Estriol
  • 16 alpha Hydroxy Estradiol
  • 16alpha,17beta Estriol
  • (16beta,17beta)-Estra-1,3,5(10)-Triene-3,16,17-Triol
  • 16beta-Hydroxy-Estradiol
  • Epiestriol
  • Estra-1,3,5(10)-Triene-3,16beta,17beta-Triol
  • Ovestin
  • 16beta Hydroxy Estradiol

MeSH Record

Aspects Covered

29 allowable subheadings

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

MeSH Hierarchy

Tree Numbers

  1. D04w.210.500w.365.415.331w
  2. D06.472w.334.851w.437.750w

MeSH Record

NLM Classification

WP 522

AMA Style

References

  1. National Library of Medicine. Estriol. Medical Subject Headings (MeSH). 2026. Unique ID D004964. http://id.nlm.nih.gov/mesh/2026/D004964
  2. Estriol. In: Wikipedia. https://en.wikipedia.org/wiki/Estriol
  3. Estriol. In: Wikidata. https://www.wikidata.org/wiki/Q409721
  4. Estriol. In: PubChem Compound. CID 5756. https://pubchem.ncbi.nlm.nih.gov/compound/5756