Oxytocin

Therapeutic

Used for labor induction, augmentation of labor, postpartum abbreviation of third stage of labor, postpartum control of uterine bleeding, termination of pregnancy and for the evaluation of fetal respiratory capability

Structural features

SMILES

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

Sequence

CYIQNCPLG-NH2

Molar mass

1007.19 g/mol

Constitutional members:

9

Natural amino acids

9

D-Amino acids

0

N-terminus

H

C-terminus

NH2

Cyclic

yes

Members/cycle

6

Bond to form cycle

side chain-to-side chain (disulfide)

Lipidation

no

Glycosylation

no

Route of administration

IV, IM

Terminal half-life

1-6min

Protein binding

0.3

Absorption and Bioavailability

Bioavailability is poor, subject-dependent and ranges between 0.007 and 0.07% (CV = 50.0%) with the assumption that the total body clearance is similar after intravenous and sublingual administration.

References