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oxytocin (CHEBI:7872)

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ChEBI Name oxytocin
ChEBI ID CHEBI:7872
Definition A cyclic nonapeptide hormone with amino acid sequence CYIQNCPLG that also acts as a neurotransmitter in the brain; the principal uterine-contracting and milk-ejecting hormone of the posterior pituitary. Together with the neuropeptide vasopressin, it is believed to influence social cognition and behaviour.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
See structure as:  Image  Applet
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Formula Source
C43H66N12O12S2 KEGG COMPOUND
Net Charge 0
Average Mass 1007.18982
InChI
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
InChIKey
XNOPRXBHLZRZKH-DSZYJQQASA-N
SMILES
[H][C@]1(NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@@H](N)CSSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC1=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(C)C)C(=O)NCC(N)=O)[C@@H](C)CC
Roles Classification
Biological Role(s): hormone
Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
(via peptide hormone )
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing oxytocin (CHEBI:7872) is a heterodetic cyclic peptide (CHEBI:24533)
oxytocin (CHEBI:7872) is a peptide hormone (CHEBI:25905)
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
INNs Sources
oxitocina ChemIDplus
oxytocin ChemIDplus
oxytocine ChemIDplus
oxytocinum ChemIDplus
Synonyms Sources
(1-Hemicystine)oxytocin ChemIDplus
3-Isoleucine-8-leucine vasopressin ChemIDplus
Endopituitrina ChemIDplus
L-Cysteinyl-L-tyrosyl-L-isoleucyl-L-glutaminyl-L-asparaginyl-L-cysteinyl-L-prolyl-L-leucylglycinamide cyclic(1-6)-disulfide ChemIDplus
Ocytocin KEGG COMPOUND
OT KEGG COMPOUND
OXT KEGG COMPOUND
Oxytocin KEGG COMPOUND
Brand Names Sources
Orasthin ChemIDplus
Pitocin DrugBank
Piton S ChemIDplus
Syntocinon ChemIDplus
Syntocinon DrugBank
Database Links Databases
C00746 KEGG COMPOUND
D00089 KEGG DRUG
DB00107 DrugBank
US2938891 Patent
US3076797 Patent
View more database links
Registry Numbers Types Sources
3586108 Beilstein Registry Number Beilstein
50-56-6 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
18988842 PubMed citation CiteXplore
Last Modified
28 July 2010

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