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SML0748

Sigma-Aldrich

Carbetocin acetate

≥95% (HPLC)

Synonym(s):

N-(4-Mercapto-1-oxobutyl)-O-methyl-L-tyrosyl-L-isoleucyl-L-glutaminyl-L-asparaginyl-L-cysteinyl-L-prolyl-L-leucyl-glycinamidecyclic (1-5)-thioether acetate

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About This Item

Empirical Formula (Hill Notation):
C45H69N11O12S · xC2H4O2
CAS Number:
37025-55-1
Molecular Weight:
988.16 (free base basis)
UNSPSC Code:
51111800
NACRES:
NA.77

Quality Level

100

assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

storage temp.

−20°C

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

Biochem/physiol Actions

Carbetocin is a potent agonist of the oxytocin receptor, with improved in vivo stability over oxytocin.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Shauna E Wallace Fitzsimons et al.
Neuropharmacology, 152, 90-101 (2018-12-26)
Oxytocin mediates its behavioural effects via the centrally expressed oxytocin receptor (OTR). Oxytocin signalling has been implicated in multiple disorders involving centrally regulated pathways, including obesity, autism, schizophrenia and depression. The OTR has been described to have a complex downstream
Barbara Chruścicka et al.
ACS chemical neuroscience, 10(7), 3225-3240 (2019-05-01)
The oxytocin receptor (OTR) and the 5-hydroxytryptamine 2A receptor (5-HTR2A) are expressed in similar brain regions modulating central pathways critical for social and cognition-related behaviors. Signaling crosstalk between their endogenous ligands, oxytocin (OT) and serotonin (5-hydroxytryptamine, 5-HT), highlights the complex
A secondary analysis of a randomized placebo-controlled trial comparing the analgesic effects of oxytocin with carbetocin: postcesarean delivery morphine equivalents.
Ewa Gawecka et al.
Anesthesia and analgesia, 119(4), 1004-1004 (2014-09-19)
Thomas von Erlach et al.
Nature biomedical engineering, 4(5), 544-559 (2020-04-29)
Monolayers of cancer-derived cell lines are widely used in the modelling of the gastrointestinal (GI) absorption of drugs and in oral drug development. However, they do not generally predict drug absorption in vivo. Here, we report a robotically handled system

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