Compound record
Atosiban
RWJ 22164; 1-deamino-2-D-Tyr(OEt)-4-Thr-8-Orn-oxytocin
Sequence
Mpr-D-Tyr(Et)-Ile-Thr-Asn-Cys-Pro-Orn-Gly-NH2 (disulfide Mpr1–Cys6)
YITNCPXG
Length
9
residues
Formula
C43H67N11O12S2
elemental composition
Molecular weight
994.19
g/mol · average mass
CAS number
90779-69-4
registry ID
PubChem CID
5311010
PubChem ID
Length counts residues; formula and mass are the stored free-base values from cited sources; CAS and PubChem identify the substance in public registries. More detail: length & peptide bonds, molecular weight
Structure & modifications
Cyclic nonapeptide analogue of oxytocin with multiple non-canonical residues.
Notes
Atosiban is a tocin-ring oxytocin-receptor antagonist (also active at V1a), useful as a structural foil to oxytocin agonists.
- Mpr N-terminus (1-deamino)
- O-ethyl-D-Tyr at position 2
- Thr4, Orn8, Gly-NH2
- Disulfide Mpr1–Cys6
| Compare | Ring chemistry | Functional class |
|---|---|---|
| Oxytocin | Cys–Cys disulfide | Agonist |
| Carbetocin | Carba/thioether | Long-acting agonist |
| Atosiban | Mpr–Cys + antagonist substitutions | Antagonist |
Display notation is essential (Orn, ethyl-Tyr, Mpr). CAS 90779-69-4, PubChem 5311010.
Primary-source references
- PubChem CID 5311010 — atosiban
- CAS 90779-69-4
- Melin P. et al. Synthetic antagonists of the myometrial response to vasopressin and oxytocin. J. Endocrinol. 1986.