Skip to Content
Merck
All Photos(2)

Key Documents

O4375

Sigma-Aldrich

Oxytocin

lyophilized powder, ~15 IU/mg solid (Prepared from synthetic oxytocin)

Synonym(s):

α-Hypophamine, Oxytocic hormone

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C43H66N12O12S2
CAS Number:
Molecular Weight:
1007.19
Beilstein:
3586108
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.32

biological source

synthetic

sterility

non-sterile

form

lyophilized powder

specific activity

~15 IU/mg solid (Prepared from synthetic oxytocin)

solubility

water: 10 mg/mL, clear, colorless

UniProt accession no.

shipped in

ambient

storage temp.

2-8°C

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

Looking for similar products? Visit Product Comparison Guide

Amino Acid Sequence

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

General description

Oxytocin (OXT) is a potent natriuretic hormone encoded by the gene mapped to human chromosome 20p13. It is synthesized along with its carrier protein neurophysin I from its inactive precursor prepro-OXT. OXT gene consists of three exons and two introns where first exon codes for hormone OXT while other exon codes for neurophysin I.

Application

Oxytocin has been used in immunocytochemistry analysis and it has also been used to study the mechanism responsible for the reduced ability of mice deficient in plasminogen (Plg) to support a litter during lactation.

Biochem/physiol Actions

Oxytocin (OXT) and arginine vasopressin hormone plays a vital role in regulation of water excretion, parturition and lactation. OXT has been implicated in hydromineral homeostasis and vascular and cardiac relaxation. Oxytocin might function as an effective therapeutic for psychiatric diseases, including depression, schizophrenia, anxiety disorders and autism. OXT has a potential as a marker of autism severity. OXT is an anorexigenic neuropeptide, which is implicated in social cognition and obsessive-compulsive behavior. Plasma oxytocin levels are high in children with Prader-willi syndrome (PWS) compared with unrelated and unaffected siblings. Deficiency of OXT hormone might contribute to pathogenesis of attention deficit/hyperactivity disorder (ADHD).
Stimulates uterine contraction and lactation; increases Na+ excretion; stimulates myometrial GTPase and phospholipase C.

Physical form

Lyophilized powder containing 3% oxytocin with mannitol and buffer salts.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Mia E Persson et al.
Hormones and behavior, 95, 85-93 (2017-08-03)
The oxytocin system may play an important role in dog domestication from the wolf. Dogs have evolved unique human analogue social skills enabling them to communicate and cooperate efficiently with people. Genomic differences in the region surrounding the oxytocin receptor
Mary C Peavey et al.
Proceedings of the National Academy of Sciences of the United States of America, 118(11) (2021-03-13)
Uterine contractile dysfunction leads to pregnancy complications such as preterm birth and labor dystocia. In humans, it is hypothesized that progesterone receptor isoform PGR-B promotes a relaxed state of the myometrium, and PGR-A facilitates uterine contraction. This hypothesis was tested
Lack of plasminogen leads to milk stasis and premature mammary gland involution during lactation
Green KA
Developmental Biology, 299(1), 164-175 (2006)
Margaret M Njoroge et al.
The American journal of tropical medicine and hygiene (2020-12-31)
Intranasal instillation of SE36, a malaria vaccine candidate antigen, in lactating BALB/c female mice resulted in the appearance of the antigen in breast milk as demonstrated by sandwich ELISA and Western blot. Pups born of immunologically naive mice and breastfed
Nitrergic modulation of vasopressin, oxytocin and atrial natriuretic peptide secretion in response to sodium intake and hypertonic blood volume expansion.
Ventura RR
Brazilian journal of medical and biological research, 35(9), 1101-1109 (2002)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service