Carbetocin

Carbetocin is a synthetic oxytocin analog that promotes uterine contraction and postpartum recovery. Buy Carbetocin peptide powder from a professional supplier for reproductive research.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Carbetocin(CAS 37025-55-1)

CAT No: R1961

CAS No:37025-55-1

Synonyms/Alias:Carbetocin;37025-55-1;Pabal;Carbetocino;Carbetocinum;carbetocine;Carbetocina;CHEBI:59204;Carbetocinum [INN-Latin];Carbetocino [INN-Spanish];Duratocin (TN);LV-101;deamino-2-O-methyltyrosine-1-carbaoxytocin;88TWF8015Y;CARBETOCIN [MI];1-butanoic acid-2-(O-methyl-L-tyrosine)-1-carbaoxytocin;CARBETOCIN [INN];1-Butyric acid-2-(3-(p-methoxyphenyl)-L-alanine)oxytocin;CARBETOCIN [USAN];CARBETOCIN [MART.];CARBETOCIN [WHO-DD];Carbetocin [USAN:INN:BAN];UNII-88TWF8015Y;FE 992097;FE-992097;DTXSID90897527;EINECS 253-312-6;1-Carbaoxytocin, 1-butanoic acid-2-(O-methyl-L-tyrosine)-;Carbetocinum (INN-Latin);Carbetocino (INN-Spanish);CARBETOCIN (MART.);(2S)-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-4-methyl-1-oxopentan-2-yl]-1-[(3R,6S,9S,12S,15S)-6-(2-amino-2-oxoethyl)-9-(3-amino-3-oxopropyl)-12-[(2S)-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;1-Buttersaeure-2-(3-(4-methoxyphenyl)-L-alanin)oxytocin;1-Carboxytocin, 1-butanoic acid-2-(O-methyl-L-tyrosine)-;dcomot;(2S)-2-{[(2S)-1-{[(3R,6S,9S,12S,15S)-12-[(2S)-butan-2-yl]-9-(2-carbamoylethyl)-6-(carbamoylmethyl)-15-[(4-methoxyphenyl)methyl]-5,8,11,14,17-pentaoxo-1-thia-4,7,10,13,16-pentaazacycloicosan-3-yl]carbonyl}pyrrolidin-2-yl]formamido}-N-(carbamoylmethyl)-4-methylpentanamide;1-{[(3R,6S,9S,12S,15S)-6-(2-amino-2-oxoethyl)-9-(3-amino-3-oxopropyl)-12-[(2S)-butan-2-yl]-15-(4-methoxybenzyl)-5,8,11,14,17-pentaoxo-1-thia-4,7,10,13,16-pentaazacycloicosan-3-yl]carbonyl}-L-prolyl-L-leucylglycinamide;GLYCINAMIDE, N-(4-MERCAPTO-1-OXOBUTYL)-O-METHYL-L-TYROSYL-L-ISOLEUCYL-L-GLUTAMINYL-L-ASPARAGINYL-L-CYSTEINYL-L-PROLYL-L-LEUCYL-, CYCLIC (1->5)-THIOETHER;O-METHYL-N-(4-SULFANYLBUTANOYL)-L-TYROSYL-L-ISOLEUCYL-L-GLUTAMINYL-L-ASPARAGINYL-L-CYSTEINYL-L-PROLYL-L-LEUCYL-GLYCINAMIDE CYCLIC (1->5)-THIOETHER;Carbetocin?;C45H69N11O12S;(2S)-2-(((2S)-1-(((3R,6S,9S,12S,15S)-12-((2S)-butan-2-yl)-9-(2-carbamoylethyl)-6-(carbamoylmethyl)-15-((4-methoxyphenyl)methyl)-5,8,11,14,17-pentaoxo-1-thia-4,7,10,13,16-pentaazacycloicosan-3-yl)carbonyl)pyrrolidin-2-yl)formamido)-N-(carbamoylmethyl)-4-methylpentanamide;(2S)-N-((2S)-1-((2-amino-2-oxoethyl)amino)-4-methyl-1-oxopentan-2-yl)-1-((3R,6S,9S,12S,15S)-6-(2-amino-2-oxoethyl)-9-(3-amino-3-oxopropyl)-12-((2S)-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;1-(((3R,6S,9S,12S,15S)-6-(2-amino-2-oxoethyl)-9-(3-amino-3-oxopropyl)-12-((2S)-butan-2-yl)-15-(4-methoxybenzyl)-5,8,11,14,17-pentaoxo-1-thia-4,7,10,13,16-pentaazacycloicosan-3-yl)carbonyl)-L-prolyl-L-leucylglycinamide;MFCD01076600;Duratocin long acting;Carbetocin (Standard);1-deamino-1-monocarba-2-(Tyr(OMe))-oxytocin;SCHEMBL39224;Carbetocin (USAN/INN/BAN);oxytocin, 1-desamino-1-monocarba-(Tyr(OMe))(2)-;CHEMBL3301668;GTPL11169;H01BB03;NSTRIRCPWQHTIA-DTRKZRJBSA-N;DTXCID901326882;oxytocin, 1-desamino-1-monocarba-(tyrosine(O-methyl))(2)-;WHO 5014;BDBM50044677;HY-17573R;AKOS015994647;DB01282;FB19694;HS-2007;NCGC00485451-02;HY-17573;NS00056256;D07229;Carbetocin 100 microg/mL in Acetonitrile:Methanol;Q5037853;1-Deamino-1-monocarba-(0-2-methyltyrosine)-oxytocin;BRD-K56107812-001-01-7;1-Butanoic acid-2-(O-methyl-L-tyrosine)-1-carbaoxytocin;Deamino-2-O-methyltyrosine-1-carbaoxytocin;Depotocin;Carbetocin;253-312-6;

Chemical Name:(2S)-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-4-methyl-1-oxopentan-2-yl]-1-[(3R,6S,9S,12S,15S)-6-(2-amino-2-oxoethyl)-9-(3-amino-3-oxopropyl)-12-[(2S)-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
C45H69N11O12S
M.W/Mr.
988.2
Sequence
[But1-Cys6] But-Tyr(Me)-Ile-Gln-Asn-Cys-Pro-Leu-Gly-NH2
Appearance
Solid powder
Activity
Agonist
Biological Activity
Carbetocin, an oxytocin (OT) analogue, is an oxytocin receptor agonist with a Ki of 7.1 nM. Carbetocin has high affinity to chimeric N-terminus (E1) of the oxytocin receptor (Ki=1.17 μM). Carbetocin has the potential for postpartum hemorrhage research. Carbetocin can crosse the blood-brain barrier and produces antidepressant-like activity via activation of oxytocin receptors in the CNS.
Target
Oxytocin Receptor

Carbetocin is a synthetic peptide analog of the naturally occurring hormone oxytocin, distinguished by enhanced stability and prolonged biological activity. Structurally, it features modifications that confer resistance to enzymatic degradation, making it a valuable tool for investigating the mechanisms of peptide hormone signaling and receptor interactions. Its ability to selectively bind and activate oxytocin receptors has positioned it as a critical molecule in studies of reproductive biology, neuroendocrinology, and peptide-based drug development. Researchers and technical professionals utilize carbetocin to explore the physiological and molecular underpinnings of oxytocinergic pathways, as well as to develop advanced peptide therapeutics and delivery strategies.

Receptor pharmacology: Carbetocin serves as a robust model compound for in vitro and in vivo studies of oxytocin receptor pharmacology. Its high affinity and selectivity for the oxytocin receptor facilitate precise mapping of receptor-ligand interactions, signal transduction mechanisms, and downstream cellular responses. By leveraging its resistance to rapid metabolic breakdown, researchers are able to conduct extended assays that yield detailed kinetic and functional data, supporting the development of new receptor modulators and expanding understanding of G protein-coupled receptor (GPCR) biology.

Peptide stability and degradation studies: The structural modifications present in carbetocin provide a basis for investigating the impact of amino acid substitutions and cyclization on peptide stability. It is frequently employed as a reference compound in comparative studies assessing the susceptibility of peptide hormones to enzymatic cleavage by peptidases and proteases. These experiments inform the rational design of next-generation peptide analogs with improved pharmacokinetic profiles, guiding both academic research and industrial peptide synthesis efforts.

Neuroendocrine research: Carbetocin is widely utilized in experimental models to elucidate the roles of oxytocinergic systems in neuroendocrine regulation. Its capacity to mimic oxytocin activity with greater duration enables the study of hormone-mediated modulation of stress responses, social behaviors, and neuroendocrine feedback loops. Investigations using this analog contribute to a deeper understanding of the molecular mechanisms governing the central and peripheral actions of oxytocin-like peptides.

Peptide formulation and delivery development: The unique pharmacological properties of carbetocin make it an important reference molecule in the optimization of peptide formulation and delivery technologies. Researchers use it to evaluate the efficacy of novel drug delivery systems, such as sustained-release injectables, nanoparticle encapsulation, and alternative administration routes. These studies generate critical data on peptide stability, bioavailability, and controlled release, supporting the advancement of peptide therapeutics and translational research.

Analytical method validation: The defined structure and stability of carbetocin render it suitable for use as a standard or control in the validation of analytical techniques for peptide quantification and characterization. Laboratories employ it to calibrate high-performance liquid chromatography (HPLC), mass spectrometry, and immunoassay platforms, ensuring reproducibility and accuracy in the detection and measurement of peptide hormones and their analogs across diverse experimental and quality control settings.

InChI
InChI=1S/C45H69N11O12S/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/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)/t25-,28-,29-,30-,31-,32-,33-,38-/m0/s1
InChI Key
NSTRIRCPWQHTIA-DTRKZRJBSA-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
Isomeric SMILES
CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSCCCC(=O)N[C@H](C(=O)N1)CC2=CC=C(C=C2)OC)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N

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