Carbetocin (trade name Duratocin) is an eight amino acid long analogue of oxytocin (a nonapeptide) with improved in vivo stability over oxytocin. Carbetocin primarily agonizes peripherally expressed oxytocin receptors.
CAT No:10-101-42
CAS No:37025-55-1
Synonyms/Alias:Calcihexal; Calcimar; Forcaltonin; Fortical; Miacalcic; Miacalcin; Carbetocino; Carbetocinum; CID71715; EINECS 253-312-6; AC-3444; DB01282; I06-1830; AC3444; AC 3444; I06 1830
Chemical Name:acetic acid;N-[1-[(2-amino-2-oxoethyl)amino]-4-methyl-1-oxopentan-2-yl]-1-[6-(2-amino-2-oxoethyl)-9-(3-amino-3-oxopropyl)-12-butan-2-yl-15-[(4-methoxyphenyl)methyl]-5,8,11,14,17-pentaoxo-1-thia-4,7,10,13,16-pentazacycloicosane-3-carbonyl]pyrrolidine-2-carboxamide
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M.F/Formula | C47H73N11O14S |
M.W/Mr. | 1048.21 |
Sequence | Three Letter Code: Butyryl-Tyr(Me)-Ile-Gln-Asn-Cys-Pro-Leu-Gly-NH2(Disulfide bond) |
Application | Carbetocin is a drug used to control postpartum hemorrhage, bleeding after giving birth, since it causes contraction of the uterus. |
Activity | Agonist |
Biological Activity | Carbetocin acetate, an oxytocin (OT) analogue, is an oxytocin receptor agonist with a Ki of 7.1 nM. Carbetocin acetate has high affinity to chimeric N-terminus (E1) of the oxytocin receptor (Ki=1.17 μM). Carbetocin acetate has the potential for postpartum hemorrhage research. Carbetocin acetate can crosse the blood-brain barrier and produces antidepressant-like activity via activation of oxytocin receptors in the CNS. |
Target | Oxytocin Receptor |
Shipping Condition | Room temperature in continental US; may vary elsewhere. |
Solubility | -20 °C |
InChI | InChI=1S/C45H69N11O12S.C2H4O2/c1-6-25(4)38-44(66)51-28(15-16-34(46)57)40(62)52-31(21-35(47)58)41(63)54-32(23-69-18-8-10-37(60)50-30(42(64)55-38)20-26-11-13-27(68-5)14-12-26)45(67)56-17-7-9-33(56)43(65)53-29(19-24(2)3)39(61)49-22-36(48)59;1-2(3)4/h11-14,24-25,28-33,38H,6-10,15-23H2,1-5H3,(H2,46,57)(H2,47,58)(H2,48,59)(H,49,61)(H,50,60)(H,51,66)(H,52,62)(H,53,65)(H,54,63)(H,55,64);1H3,(H,3,4) |
InChI Key | AWSBRHKQUFVWPU-UHFFFAOYSA-N |
Canonical SMILES | CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(CSCCCC(=O)NC(C(=O)N1)CC2=CC=C(C=C2)OC)C(=O)N3CCCC3C(=O)NC(CC(C)C)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N.CC(=O)O |
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