Skip to content
Vinony
English
EnglishBahasa IndonesiaDeutschEspañolFrançaisItalianoNederlandsPolskiPortuguêsSvenskaTiếng ViệtTürkçeРусскийالعربيةفارسیहिन्दीไทย한국어中文日本語
oxytocin

File:Oxytocin_with_labels.png · Wikimedia Commons · See Wikimedia Commons

EntityQ169960· pop 77· linked from 1,106 articles

oxytocin

Sign in to save

Oxytocin is a peptide hormone and neuropeptide normally produced in the hypothalamus and released by the posterior pituitary. Present in animals since early stages of evolution, in humans it plays roles in behavior that include social bonding, love, reproduction, childbirth, and the period after childbirth. Oxytocin is released into the bloodstream as a hormone in response to sexual activity and during childbirth. It is also available in pharmaceutical form. In either form, oxytocin stimulates uterine contractions to speed up the process of childbirth.

OverviewAI-generated

Oxytocin is a chemical compound with the formula C₄₃H₆₆N₁₂O₁₂S₂. It has a mass of 1006.436 and a weight of 1007.2. The molecule carries a charge of 0 and features 12 hydrogen bond donors and 15 hydrogen bond acceptors. Its topological polar surface area is 450, and its xlogp value is -2.6.

The compound is associated with the MCN codes 3004.39.22, 2937.19.50, and 3003.39.22. In scientific literature, the term oxytocin appears in 33,587 PubMed records. Additionally, the subject is referenced by 1,106 other encyclopedia articles.

Synthesized by Vinony from 16 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Key facts

Drug.ChEMBL
395429
Drug.C
43
Drug.H
66
Drug.N
12
Drug.O
12
Drug.S
2
Drug.Watchedfields
changed
Drug.verifiedrevid
691721176
Drug.IUPAC_name
1-({(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-16-(4-hydroxybenzyl)-13-[(1S)-1-methylpropyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl}carbonyl)-L-prolyl-L-leucylglycinamide
Drug.image
Oxytocin with labels.png
Drug.image_class
skin-invert-image
Drug.image2
Oxytocin-from-NMR-soln-3D-bs-17.png
Drug.image_class2
bg-transparent
Drug.ATC_prefix
H01
Drug.ATC_suffix
BB02
Drug.tradename
Induxin
Drug.source_tissues
Pituitary gland
Drug.target_tissues
Wide spread

via Wikipedia infobox

Chemical data

Formula
C43H66N12O12S2
Molecular weight
1007.2 g/mol
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
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
InChIKey
XNOPRXBHLZRZKH-DSZYJQQASA-N
XLogP
-2.6
Polar surface area
450 Ų
H-bond donors
12
H-bond acceptors
15
Formal charge
0

via PubChem

Research

33,587 papers

via PubMed

~39 min read

Encyclopedic overview

22 sections
Contents
  • Etymology
  • History
  • Biochemistry
  • Biosynthesis
  • Neural sources
  • Non-neural sources
  • Evolution
  • Biological function
  • Physiological{{anchor|Actions within the brain}}
  • Psychological
  • Bonding
  • Drugs
  • Fear and anxiety
  • Mood and depression
  • Sex differences
  • Social
  • Chemistry
  • In medicine
  • See also
  • References
  • Further reading
  • External links

{{Infobox drug | Watchedfields = changed | verifiedrevid = 691721176 | IUPAC_name = 1-({(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-16-(4-hydroxybenzyl)-13-[(1S)-1-methylpropyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl}carbonyl)-L-prolyl-L-leucylglycinamide | image = Oxytocin with labels.png | image_class = skin-invert-image | width = | image2 = Oxytocin-from-NMR-soln-3D-bs-17.png | image_class2 = bg-transparent | ATC_prefix = H01 | ATC_suffix = BB02 | tradename = Induxin

| source_tissues = Pituitary gland | target_tissues = Wide spread | receptors = Oxytocin receptor | agonists = | antagonists = Atosiban | precursor = Oxytocin/neurophysin I prepropeptide | biosynthesis =

Excerpted from Wikipedia’s “oxytocin” article, available under the CC BY-SA 4.0 licence.

Gallery (13)

Available in 74 languages

Show 55 more

via Wikidata sitelinks · CC0