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CHEBI:135900 - demoxytocin

ChEBI IDCHEBI:135900
ChEBI Namedemoxytocin
Stars
DefinitionA heterodetic cyclic peptide that is the synthetic analog of the peptide hormone oxytocin where the free amino group in the half-cystine residue is replaced by hydrogen. The mechanism of action and pharmacological properties of demoxytocin and oxytocin are similar. The drug affects the permeability of the cell membrane, increasing the content of calcium ions in smooth muscle cells, thereby increasing its contraction. It stimulates the contraction of smooth muscles of the uterus, as well as stimulating the contraction of myoepithelial cells of the mammary gland, and enhances the secretion of milk.
Last Modified27 November 2020
DownloadsMolfile
FormulaC43H65N11O12S2
Net Charge0
Average Mass992.192
Monoisotopic Mass991.42556
SMILES[H][C@@]1([C@@H](C)CC)NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)CCSSC[C@@H](C(=O)N2CCC[C@H]2C(=O)N[C@@H](CC(C)C)C(=O)NCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC1=O
InChIInChI=1S/C43H65N11O12S2/c1-5-23(4)36-42(65)49-26(12-13-32(44)56)38(61)50-29(19-33(45)57)39(62)52-30(21-68-67-16-14-35(59)48-28(40(63)53-36)18-24-8-10-25(55)11-9-24)43(66)54-15-6-7-31(54)41(64)51-27(17-22(2)3)37(60)47-20-34(46)58/h8-11,22-23,26-31,36,55H,5-7,12-21H2,1-4H3,(H2,44,56)(H2,45,57)(H2,46,58)(H,47,60)(H,48,59)(H,49,65)(H,50,61)(H,51,64)(H,52,62)(H,53,63)/t23-,26-,27-,28-,29-,30-,31-,36-/m0/s1
InChIKeyGTYWGUNQAMYZPF-QPLNMOKZSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Application:
oxytocic  A drug that stimulates contraction of the myometrium. Oxytocics are used to induce labour, obstetric at term, to prevent or control postpartum or postabortion haemorrhage, and to assess foetal status in high risk pregnancies. They may also be used alone or with other drugs to induce abortions (abortifacients).
ChEBI Ontology
Outgoing Relation(s)
demoxytocin (CHEBI:135900) has functional parent oxytocin (CHEBI:7872)
demoxytocin (CHEBI:135900) has role oxytocic (CHEBI:36063)
demoxytocin (CHEBI:135900) is a heterodetic cyclic peptide (CHEBI:24533)
IUPAC Name 
1-{[(4R,7S,10S,13S,16S)-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-[(2S)-butan-2-yl]-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}-L-prolyl-L-leucylglycinamide
INNs  Source
demoxytocinumWHO MedNet
demoxytocinWHO MedNet
démoxytocineWHO MedNet
demoxitocinaWHO MedNet
Synonyms  Source
deaminooxytocinDrugCentral
ODA 914ChemIDplus
ODA-914ChEBI
desaminooxytocinDrugCentral
desamino-oxytocinChEBI
1-(3-mercaptopropionic acid)-oxytocinChemIDplus
Brand Names  Source
SandopartChemIDplus
SandopralChEBI
OdeaxChEBI
Manual XrefsDatabases
3126DrugCentral
DB13798DrugBank
D07228KEGG DRUG
DemoxytocinWikipedia
395815ChemSpider
Registry NumbersSources
CAS:113-78-0ChemIDplus
Citations