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Merck
CN

1491300

USP

Oxytocin

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

Posterior pituitary extract, α-Hypophamine, Oxytocic hormone

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About This Item

Empirical Formula (Hill Notation):
C43H66N12O12S2
CAS Number:
50-56-6
Molecular Weight:
1007.19
Beilstein:
3586108
MDL number:
MFCD00076731
UNSPSC Code:
41116107
PubChem Substance ID:
329750651
NACRES:
NA.24

Key Documents

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grade

pharmaceutical primary standard

API family

oxytocin

form

powder

manufacturer/tradename

USP

application(s)

USP Biologics
pharmaceutical (small molecule)

format

neat

SMILES string

[H]N[C@H]1CSSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(=O)[C@H](Cc2ccc(O)cc2)NC1=O)[C@@H](C)CC)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CC(C)C)C(=O)NCC(N)=O

InChI

1S/C43H66N12O12S2/c1-5-22(4)35-42(66)49-26(12-13-32(45)57)38(62)51-29(17-33(46)58)39(63)53-30(20-69-68-19-25(44)36(60)50-28(40(64)54-35)16-23-8-10-24(56)11-9-23)43(67)55-14-6-7-31(55)41(65)52-27(15-21(2)3)37(61)48-18-34(47)59/h8-11,21-22,25-31,35,56H,5-7,12-20,44H2,1-4H3,(H2,45,57)(H2,46,58)(H2,47,59)(H,48,61)(H,49,66)(H,50,60)(H,51,62)(H,52,65)(H,53,63)(H,54,64)/t22-,25-,26-,27-,28-,29-,30-,31-,35-/m0/s1

InChI key

XNOPRXBHLZRZKH-DSZYJQQASA-N

Gene Information

human ... OXTR(5021)

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Related Categories

Amino Acid Sequence

Cys-Tyr-Ile-Gln-Asn-Cys-Pro-Leu-Gly-NH2 [Disulfide Bridge: 1-6]

General description

Oxytocin is a nonapeptide hormone produced in the hypothalamus and secreted by the posterior pituitary. It stimulates uterine contractions and lactation. The USP reference standard enables bioassay validation, potency testing, and structural identity confirmation in oxytocin products.

The USP biologics peptides category encompasses a diverse range of therapeutic peptides that are essential in managing various medical conditions. These peptides, typically consisting of amino acid sequences of 40 residues or less, are critical for the development of high-quality medicines. The USP provides comprehensive standards, reference materials, and analytical procedures to ensure the identity, quality, purity, and consistency of peptide therapeutics throughout their lifecycle.

The United States Pharmacopeia (USP) provides quality standards for biologics to ensure their safety, efficacy, and quality throughout the manufacturing process. These standards assist manufacturers in adhering to regulatory requirements and help safeguard public health by reducing risks associated with biologics.

Application

Oxytocin USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
  • Oxytocin Injection

Biochem/physiol Actions

Stimulates uterine contraction and lactation; increases Na+ excretion; stimulates myometrial GTPase and phospholipase C.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.
This product is part of the USP Biologics program.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Oxytocin
United States Pharmacopeia and National Formulary
United States Pharmacopeia, 34(3), 3366-3366 (2013)
Y Aoki et al.
Molecular psychiatry, 20(4), 447-453 (2014-07-30)
The neuropeptide oxytocin may be an effective therapeutic strategy for the currently untreatable social and communication deficits associated with autism. Our recent paper reported that oxytocin mitigated autistic behavioral deficits through the restoration of activity in the ventromedial prefrontal cortex
Elizabeth C Finger et al.
Neurology, 84(2), 174-181 (2014-12-17)
To determine the safety and tolerability of 3 doses of intranasal oxytocin (Syntocinon; Novartis, Bern, Switzerland) administered to patients with frontotemporal dementia (FTD). We conducted a randomized, parallel-group, double-blind, placebo-controlled study using a dose-escalation design to test 3 clinically feasible
Yuta Aoki et al.
Brain : a journal of neurology, 137(Pt 11), 3073-3086 (2014-08-26)
Recent studies have suggested oxytocin's therapeutic effects on deficits in social communication and interaction in autism spectrum disorder through improvement of emotion recognition with direct emotional cues, such as facial expression and voice prosody. Although difficulty in understanding of others'
Shaul Shalvi et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(15), 5503-5507 (2014-04-08)
To protect and promote the well-being of others, humans may bend the truth and behave unethically. Here we link such tendencies to oxytocin, a neuropeptide known to promote affiliation and cooperation with others. Using a simple coin-toss prediction task in
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