The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.

wikigene or wiki gene protein drug chemical gene disease author authorship tracking collaborative publishing evolutionary knowledge reputation system wiki2.0 global collaboration genes proteins drugs chemicals diseases compound
Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
Chemical Compound Review

Duratocin     (2S)-1-[[(3S,6S,9S,12S,15S)- 9-(2...

Synonyms: Carbetocin, AG-K-64752, CHEMBL2106382, AC-3444, KST-1B3849, ...
Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of Carbetocin

  • CONCLUSIONS: Carbetocin, a new drug for the prevention of uterine atony, appears to be more effective than a continuous infusion of oxytocin and has a similar safety profile [1].
  • Comparison of carbetocin and oxytocin for the prevention of postpartum hemorrhage following vaginal delivery:a double-blind randomized trial [2].

High impact information on Carbetocin


Biological context of Carbetocin

  • RESULTS: For plasma, the mean (+/- standard deviation) area under the curve (AUC) of carbetocin versus time was 1119.3 +/- 315.9 pg/mL, a value about 50 times higher than the mean AUC for carbetocin in breast milk (18.6 +/- 13.7 and 29.0 +/- 23.8 pg/mL for the right and left breast, respectively) [6].
  • At Day 7 after ovulation, mares had to undergo four treatments in a crossover design: (a) control, (b) oxytocin (10 IU i.v.), (c) carbetocin (280 microg i.m.) and (d) cervical dilation [7].
  • OBJECTIVE: To determine the maximum tolerated dose (MTD) of carbetocin (a long-acting synthetic analogue of oxytocin), when administered immediately after vaginal delivery at term [8].
  • MATERIALS AND METHODS: Carbetocin was given as an intramuscular injection immediately after the birth of the infant in 45 healthy women with normal singleton pregnancies who delivered vaginally at term [8].
  • The main product emerging after treatment of carbetocin with chymotrypsin is 9-desglycineamide carbetocin indicating preferential hydrolysis of the peptide bond between leucine at position 8 and carboxyterminal glycineamide [9].

Anatomical context of Carbetocin

  • Transfer of carbetocin into human breast milk [6].
  • The fundus was below the umbilicus in more patients who received carbetocin at 0, 2, 3, and 24 hours on the ward (p < 0.05) [10].
  • The contractile effect of the analogue 1-deamino-1-carba-2-tyrosine (0-methyl)-oxytocin (carbetocin) on isolated strips from the human myometrium was compared with that of oxytocin [11].
  • Despite the low biological activity of carbetocin, its binding affinity to receptors of isolated myometrial plasma membranes was of the same order of magnitude as that of oxytocin [12].

Associations of Carbetocin with other chemical compounds


Gene context of Carbetocin

  • Oxytocin receptor binding and uterotonic activity of carbetocin and its metabolites following enzymatic degradation [5].
  • Only carbetocin bound to the renal vasopressin V2 receptor though the binding affinity was very low (61.3 +/- 14.6 nM) [5].
  • The first group (n = 9) was administered 50 IU oxytocin intramuscularly, the second group (n = 10) received 0.35 mg carbetocin, while animals of the third group (n = 8), serving as a control, were administered 5 mL saline solution [14].
  • Carbetocin, an oxytocin receptor agonist, shows promise but has not been evaluated for use after vaginal births [15].
  • Neither oxytocin nor carbetocin affected contractile activity in strips from non-pregnant women, but both peptides stimulated contractile activity in strips from women at term pregnancy (2 x 10(-11) mol/l, and 10(-10) mol/l, respectively) [11].

Analytical, diagnostic and therapeutic context of Carbetocin


  1. Double-blind comparison of carbetocin versus oxytocin in prevention of uterine atony after cesarean section. Dansereau, J., Joshi, A.K., Helewa, M.E., Doran, T.A., Lange, I.R., Luther, E.R., Farine, D., Schulz, M.L., Horbay, G.L., Griffin, P., Wassenaar, W. Am. J. Obstet. Gynecol. (1999) [Pubmed]
  2. Comparison of carbetocin and oxytocin for the prevention of postpartum hemorrhage following vaginal delivery:a double-blind randomized trial. Boucher, M., Nimrod, C.A., Tawagi, G.F., Meeker, T.A., Rennicks White, R.E., Varin, J. Journal of obstetrics and gynaecology Canada : JOGC = Journal d'obstétrique et gynécologie du Canada : JOGC. (2004) [Pubmed]
  3. Effect of carbetocin, a long-acting oxytocin analog on the postpartum uterus. Hunter, D.J., Schulz, P., Wassenaar, W. Clin. Pharmacol. Ther. (1992) [Pubmed]
  4. Separation and identification of peptide mixtures in a synthesis crude of carbetocin by liquid chromatography/electrospray ionization mass spectrometry. Sanz-Nebot, V., Toro, I., Garcés, A., Barbosa, J. Rapid Commun. Mass Spectrom. (1999) [Pubmed]
  5. Oxytocin receptor binding and uterotonic activity of carbetocin and its metabolites following enzymatic degradation. Engstrøm, T., Barth, T., Melin, P., Vilhardt, H. Eur. J. Pharmacol. (1998) [Pubmed]
  6. Transfer of carbetocin into human breast milk. Silcox, J., Schulz, P., Horbay, G.L., Wassenaar, W. Obstetrics and gynecology. (1993) [Pubmed]
  7. Oxytocin does not contribute to the effects of cervical dilation on progesterone secretion and embryonic development in mares. Handler, J., Hoffmann, D., Weber, F., Schams, D., Aurich, C. Theriogenology (2006) [Pubmed]
  8. Ascending dose tolerance study of intramuscular carbetocin administered after normal vaginal birth. van Dongen, P.W., Verbruggen, M.M., de Groot, A.N., van Roosmalen, J., Sporken, J.M., Schulz, M. Eur. J. Obstet. Gynecol. Reprod. Biol. (1998) [Pubmed]
  9. Interaction of chymotrypsin with carbetocin ([1-deamino-1-monocarba-2-O-methyltyrosine]-oxytocin). Vilhardt, H., Atke, A., Barthova, J., Ubik, K., Barth, T. Pharmacol. Toxicol. (1997) [Pubmed]
  10. Double-blind, randomized comparison of the effect of carbetocin and oxytocin on intraoperative blood loss and uterine tone of patients undergoing cesarean section. Boucher, M., Horbay, G.L., Griffin, P., Deschamps, Y., Desjardins, C., Schulz, M., Wassenaar, W. Journal of perinatology : official journal of the California Perinatal Association. (1998) [Pubmed]
  11. Contractile effect of oxytocin and 1-deamino-1-carba-2-tyrosine (0-methyl)-oxytocin in myometrial tissue from non-pregnant and term pregnant women. Norström, A., Andersson, A., Vilhardt, H. Acta Endocrinol. (1990) [Pubmed]
  12. Uterotonic activity and myometrial receptor affinity of 1-deamino-1-carba-2-tyrosine(O-methyl)-oxytocin. Atke, A., Vilhardt, H. Acta Endocrinol. (1987) [Pubmed]
  13. On the blood-brain barrier to peptides: effects of immobilization stress on regional blood supply and accumulation of labelled peptides in the rat brain. Dvorská, I., Brust, P., Hrbas, P., Rühle, H.J., Barth, T., Ermisch, A. Endocrine regulations. (1992) [Pubmed]
  14. The effect of a single oxytocin or carbetocin treatment on uterine contractility in early postpartum dairy cows. Bajcsy, A.C., Szenci, O., van der Weijden, G.C., Doornenbal, A., Maassen, F., Bartyik, J., Taverne, M.A. Theriogenology (2006) [Pubmed]
  15. Current strategies for the prevention of postpartum haemorrhage in the third stage of labour. Chong, Y.S., Su, L.L., Arulkumaran, S. Current opinion in obstetrics & gynecology. (2004) [Pubmed]
WikiGenes - Universities