Chemicals and Drugs

Oxytocin

A nonapeptide hormone released from the neurohypophysis (PITUITARY GLAND, POSTERIOR). It differs from VASOPRESSIN by two amino acids at residues 3 and 8. Oxytocin acts on SMOOTH MUSCLE CELLS, such as causing UTERINE CONTRACTIONS and MILK EJECTION.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A nonapeptide hormone released from the neurohypophysis (PITUITARY GLAND, POSTERIOR). It differs from VASOPRESSIN by two amino acids at residues 3 and 8. Oxytocin acts on SMOOTH MUSCLE CELLS, such as causing UTERINE CONTRACTIONS and MILK EJECTION.

Chemical Identity

Chemical Information

Molecular Formula
C43H66N12O12S2
Molecular Weight
1007.2 g/mol
CAS Registry No.
50-56-6
IUPAC Name
(2S)-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-[(2S)-butan-2-yl]-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-4-methyl-1-oxopentan-2-yl]pyrrolidine-2-carboxamide
InChIKey
XNOPRXBHLZRZKH-DSZYJQQASA-N
SMILES
CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@H](C(=O)N1)CC2=CC=C(C=C2)O)N)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N
MeSH Unique ID
D010121
Source
PubChem CID 439302

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

See Also

MeSH Record

Synonyms

3 entry terms
  • Ocytocin
  • Pitocin
  • Syntocinon

MeSH Record

Aspects Covered

30 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, drug effects, economics, genetics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, physiology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

ALPHA-HYPOPHAMINE was see OXYTOCIN 1977-93; ISOLEUCYL, LEUCYL VASOPRESSIN; VASOPRESSIN, ISOLEUCYL-LEUCYL; VASOTOCIN, LEUCYL, & 3-ISOLEUCINE,8-LEUCINE VASOPRESSIN were see OXYTOCIN 1983-93

MeSH Hierarchy

Tree Numbers

  1. D06.472w.699w.631.692.433w
  2. D12.644w.548w.691.692.433w

MeSH Record

NLM Classification

QV 173

AMA Style

References

  1. National Library of Medicine. Oxytocin. Medical Subject Headings (MeSH). 2026. Unique ID D010121. http://id.nlm.nih.gov/mesh/2026/D010121
  2. Oxytocin. In: Wikipedia. https://en.wikipedia.org/wiki/Oxytocin
  3. Oxytocin. In: Wikidata. https://www.wikidata.org/wiki/Q169960
  4. Oxytocin. In: PubChem Compound. CID 439302. https://pubchem.ncbi.nlm.nih.gov/compound/439302