Carbetocin (acetate)

Carbetocin is an oxytocin receptor agonist and a peptide analog of oxytocin (Cay-11799). It selectively binds to oxytocin receptors over vasopressin V2 receptors (Kds = 1.96 and 61.3 nM, respectively). Carbetocin induces contraction of isolated rat uterine strips (EC50 = 48 nM) and inhibits oxytocin-induced contraction of isolated rat uterine strips (pA2 = 8.21). In vivo, carbetocin (0.35 mg/animal) increases the frequency and amplitude of uterine contractions in early postpartum dairy cows. Carbetocin (6.4 mg/kg, i.p.) prevents stress-induced reinstatement of morphine-seeking behavior in mice. It also reverses learned helplessness and decreases social withdrawal induced by chronic unpredictable stress in tree shrews. Formulations containing carbetocin have been used in the prevention of excessive bleeding after childbirth.Formal Name: N-(4-mercapto-1-oxobutyl)-O-methyl-L-tyrosyl-L-isoleucyl-L-glutaminyl-L-asparaginyl-L-cysteinyl-L-prolyl-L-leucyl-glycinamide, cyclic (1->5)-thioether, acetate. CAS Number: 1631754-28-3. Molecular Formula: C45H69N11O12S . XC2H4O2. Formula Weight: 988.2. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, Ethanol: 30 mg/ml, PBS (pH 7.2): 5 mg/ml. SMILES: O=C([C@@H](NC([C@@H](NC([C@@H](NC([C@@]([C@@H](C)CC)([H])NC1=O)=O)CCC(N)=O)=O)CC(N)=O)=O)CSCCCC(N[C@H]1CC2=CC=C(OC)C=C2)=O)N3[C@H](C(N[C@@H](CC(C)C)C(NCC(N)=O)=O)=O)CCC3.CC(O)=O. InChi Code: 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)/t25-,28-,29-,30-,31-,32-,33-,38-,/m0./s1. InChi Key: AWSBRHKQUFVWPU-AJDWMHSWSA-N.