Overview
| Generic Names: | Pitocin; Syntocinon |
|---|---|
| IUPAC Name: | (2S)-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-[(2S)-butan-2-yl]-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-4-methyl-1-oxopentan-2-yl]pyrrolidine-2-carboxamide |
| Trade Names: | Oxytocin (BAM Biotech); Pitocin (Parke-Davis); Syntocinon (Sandoz) |
| PharmGKB Accession Id: | PA450760 |
Description
Synthetic 9 residue cyclic peptide. The hormone is prepared synthetically to avoid possible contamination with vasopressin (ADH) and other small polypeptides with biologic activity.
Indication
To assist in labor, elective labor induction, uterine contraction induction
ATC Therapeutic Category
- H01BB:Oxytocin and analogues
Pharmacology and Interactions
Mechanism Of Action
Binds the oxytocin receptor which leads to an increase in intracellular calcium levels.
Pharmacology
Used to induce labor or to enhance uterine contractions during labor. Uterine motility depends on the formation of the contractile protein actomyosin under the influence of the Ca2+-dependent phosphorylating enzyme myosin light-chain kinase. Oxytocin promotes contractions by increasing the intracellular Ca2+, which in turn activates myosins light chain kinase.. Oxytocin has specific receptors in the muscle llining of the uterus and the receptor concentration increases greatly during pregnancy, reaching a maximum in early labor at term.
Absorption, Distribution, Metabolism, Elimination & Toxicity
Protein Binding
30%
Half Life
1-6 min
Chemical Properties
Chemical Formula:
C43H66N12O12S2
SMILES Code:
CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@H](C(=O)N1)CC2=CC=C(C=C2)O) N)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N
(Format: OpenEye Isomeric)
Molecular Weight ( average / monoisotopic )
1007.187 / 1006.4365
Non-Curated Information
A list of non-curated publications that mention this drug along with other genes is available.
Drug Targets
Non-Curated Information
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Non-Curated Information
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Non-Curated Publications
A list of non-curated publications that mention this drug is available.