Compound record

Carbetocin

1-deamino-1-monocarba-2-O-methyltyrosine-oxytocin; [deamino-carba1, Tyr(Me)2]oxytocin

Cyclic C-terminal amidation Deamino terminus Unusual amino acid

Sequence

Butyryl-Tyr(Me)-Ile-Gln-Asn-Cys-Pro-Leu-Gly-NH2 (carba-1 thioether to Cys6)

YIQNCPLG

Length 8 residues
Formula C45H69N11O12S elemental composition
Molecular weight 988.17 g/mol · average mass
CAS number 37025-55-1 registry ID
PubChem CID 16645 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 via a thioether, not a disulfide. Length counts amino-acid residues in the peptide chain excluding the butyryl cap as a residue.

Notes

Carbetocin is a long-acting oxytocin analogue: the Cys1–Cys6 disulfide is replaced by a carba/thioether bridge, and Tyr2 is O-methylated. Glycinamide is retained.

FeatureOxytocinCarbetocin
Ring closureDisulfideThioether / carba
Tyr2PhenolO-methyl
C-terminusGly-NH2Gly-NH2
CAS50-56-637025-55-1

Still classified cyclic, but not via a cystine — do not apply a “−2.016 Da per disulfide” correction as you would for oxytocin. PubChem CID 16645.

Primary-source references

  • PubChem CID 16645 — carbetocin
  • CAS 37025-55-1
  • Barth T. et al. Biological activities and metabolic stability of carba analogues of oxytocin. Collect. Czech. Chem. Commun. 1973.

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