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O4375

Sigma-Aldrich

Oxytocin

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

Synonym(s):

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/REAXYS Number:
3586108
MDL number:
MFCD00076731
UNSPSC Code:
51111800
PubChem Substance ID:
24897994
NACRES:
NA.32

biological source

synthetic

Quality Level

200

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.

P01178
P30559
P70536

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

human ... OXT(5020) , OXTR(5021)
rat ... Oxtr(25342)

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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.

wgk_germany

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’.

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Lack of plasminogen leads to milk stasis and premature mammary gland involution during lactation
Green KA
Developmental Biology, 299(1), 164-175 (2006)
The human gene for oxytocin-neurophysin I (OXT) is physically mapped to chromosome 20p13 by in situ hybridization.
Rao VV
Cytogenetics and Cell Genetics, 61(4), 271-273 (1992)
Elevated plasma oxytocin levels in children with Prader-Willi syndrome compared with healthy unrelated siblings.
Johnson L
American Journal of Medical Genetics. Part A, 170(3), 594-601 (2016)
Decreased levels of serum oxytocin in pediatric patients with Attention Deficit/Hyperactivity Disorder.
Sasaki T
Psychiatry Research, 228(3), 746-751 (2015)
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)
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