CARBETOCIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C45H69N11O12S
Molecular Weight	988.161
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC(C)[C@@H]1NC(=O)[C@H](CC2=CC=C(OC)C=C2)NC(=O)CCCSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC1=O)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CC(C)C)C(=O)NCC(N)=O

InChI

InChIKey=NSTRIRCPWQHTIA-DTRKZRJBSA-N

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

HIDE SMILES / InChI

Molecular Formula	C45H69N11O12S
Molecular Weight	988.161
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 8
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://www.obstetrikk.no/wp-content/uploads/PABAL_RTS_Monograph.pdf | https://www.ncbi.nlm.nih.gov/pubmed/26751410

Carbetocin is a synthetic analogue of human peptide hormone, oxytocin. Like oxytocin, it stimulate oxytocin receptors and is used to facilitate childbirth. The drug is being marketed in Europe under the name Pabal for the prevention of uterine atony following delivery of the infant by Caesarean section. If untreated by carbetocin, uterine atony may lead to postpartum haemorrhage.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Oxytocin receptor 19 Target ID: CHEMBL2049 Sources: http://www.obstetrikk.no/wp-content/uploads/PABAL_RTS_Monograph.pdf	Agonist 2678		48.8 nM [EC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Uterine atony 1 Sources: http://www.obstetrikk.no/wp-content/uploads/PABAL_RTS_Monograph.pdf	Preventing		Approved 8429	PABAL Approved Use PABAL is indicated for the prevention of uterine atony following delivery of the infant by Caesarean section under epidural or spinal anaesthesia.

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

100 ug of carbetocin must be administered slowly, over 1 minute only after delivery of the infant by Caesarean section.

Route of Administration: Intravenous

In Vitro Use Guide

Myometrial strips from women undergoing elective cesarean deliveries were bathed in physiological salt solution or oxytocin (10(-5) M) for 2 hours and then subjected to a dose-response testing with increasing concentrations of carbetocin in a pattern of 1 log molar increase every 10 min from 10 (-10) to 10 (-5) M.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:49:26 GMT 2023` Edited by `admin` on `Fri Dec 15 15:49:26 GMT 2023`
Record UNII	88TWF8015Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CARBETOCIN

Official Name

English

1-BUTYRIC ACID-2-(3-(P-METHOXYPHENYL)-L-ALANINE)OXYTOCIN

Common Name

English

CARBETOCIN [MI]

Common Name

English

O-METHYL-N-(4-SULFANYLBUTANOYL)-L-TYROSYL-L-ISOLEUCYL-L-GLUTAMINYL-L-ASPARAGINYL-L-CYSTEINYL-L-PROLYL-L-LEUCYL-GLYCINAMIDE CYCLIC (1->5)-THIOETHER

Systematic Name

English

PABAL

Brand Name

English

DURATOCIN

Brand Name

English

Carbetocin [WHO-DD]

Common Name

English

CARBETOCIN [USAN]

Common Name

English

FE-992097

Code

English

CARBETOCIN [MART.]

Common Name

English

carbetocin [INN]

Common Name

English

LV-101

Code

English

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

Systematic Name

English

Classification Tree Code System Code

WHO-VATC

QH01BB03