METENEPROST

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C23H38O4
Molecular Weight	378.5454
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCC(C)(C)[C@H](O)\C=C\[C@H]1[C@H](O)CC(=C)[C@@H]1C\C=C/CCCC(O)=O

InChI

InChIKey=WMLGLMGSFIXSGO-KTXJXPLISA-N

InChI=1S/C23H38O4/c1-5-6-15-23(3,4)21(25)14-13-19-18(17(2)16-20(19)24)11-9-7-8-10-12-22(26)27/h7,9,13-14,18-21,24-25H,2,5-6,8,10-12,15-16H2,1,3-4H3,(H,26,27)/b9-7-,14-13+/t18-,19+,20+,21+/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/115063 | https://www.ncbi.nlm.nih.gov/pubmed/7386275 | https://www.ncbi.nlm.nih.gov/pubmed/7449380 | https://www.ncbi.nlm.nih.gov/pubmed/10997897 | https://www.ncbi.nlm.nih.gov/pubmed/3627588 | https://www.ncbi.nlm.nih.gov/pubmed/3698595

Meteneprost (9-deoxo-16, 16-dimethyl-9-methylene PGE2) is a prostaglandin E2 analog. It exerts uterine-stimulating potency: meteneprost is able to both stimulate uterine contractions and dilate the cervical canal. It was studied as an abortifacient in early pregnancy.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Prostaglandin E2 receptor EP2 subtype 5 Target ID: P43116 Gene ID: 5732.0 Gene Symbol: PTGER2 Target Organism: Homo sapiens (Human) Sources: https://www.genome.jp/dbget-bin/www_bget?D02726	Binding Agent 1064

PubMed

Title	Date	PubMed
Synthesis and biological activity of 9-deoxo-9-methylene and related prostaglandins.	1980	7386275
Early abortion by mifepristone (RU 486) followed by vaginal gel (meteneprost) versus oral (misoprostol) prostaglandin.	1999	10997897

Sample Use Guides

In Vivo Use Guide

10 mg

Route of Administration: Vaginal

Name

Type

Language

METENEPROST

Official Name

English

meteneprost [INN]

Common Name

English

U 46,785

Code

English

U-46785

Code

English

METENEPROST [MART.]

Common Name

English

PROSTA-5,13-DIEN-1-OIC ACID, 11,15-DIHYDROXY-16,16-DIMETHYL-9-METHYLENE-, (5Z,11.ALPHA.,13E,15R)-

Common Name

English

U-46,785

Code

English

(Z)-7-[(1R,2R,3R)-3-Hydroxy-2-[(E)-(3R)-3-hydroxy-4,4-dimethyl-1-octenyl]-5-methylenecyclopentyl]-5-heptenoic acid

Systematic Name

English

METENEPROST [USAN]

Common Name

English

U 46785

Code

English

9-DEOXO-16,16-DIMETHYL-9-METHYLENEPROSTAGLANDIN E(SUB 2)

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C78568