ENPROSTIL

Details

Stereochemistry	RACEMIC
Molecular Formula	C23H28O6
Molecular Weight	400.4648
Optical Activity	( + / - )
Defined Stereocenters	4 / 4
E/Z Centers	3
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC(=O)CCC=C=CC[C@H]1[C@H](\C=C\[C@H](O)COC2=CC=CC=C2)[C@@H](O)CC1=O

InChI

InChIKey=PTOJVMZPWPAXER-FPXSIRDUSA-N

InChI=1S/C23H28O6/c1-28-23(27)12-8-3-2-7-11-19-20(22(26)15-21(19)25)14-13-17(24)16-29-18-9-5-4-6-10-18/h3-7,9-10,13-14,17,19-20,22,24,26H,8,11-12,15-16H2,1H3/b14-13+/t2?,17-,19-,20-,22-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3121276 | https://www.drugs.com/international/enprostil.html | https://www.ncbi.nlm.nih.gov/pubmed/7791070

Enprostil, a derivative of heptadienoic acid, is a prostaglandin E2 agonist. It is effective in the treatment of patients with duodenal or gastric ulcers.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Prostanoid EP3 receptor 11 Target ID: CHEMBL3710 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10634944 \| https://www.ncbi.nlm.nih.gov/pubmed/9694973	Agonist 2678		12.0 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Peptic ulcer 72 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16334808 https://www.ncbi.nlm.nih.gov/pubmed/9286243 https://www.ncbi.nlm.nih.gov/pubmed/8017358	Primary		Approved 8429	Camleed Approved Use Peptic ulcer

PubMed

Title	Date	PubMed
Pharmacological characterization of [(3)H]-prostaglandin E(2) binding to the cloned human EP(4) prostanoid receptor.	2000 Aug	10952683

Patents

Sample Use Guides

In Vivo Use Guide

As evidenced by a few controlled trials in patients with gastric ulcers, treatment with enprostil 35 micrograms twice daily for 6 weeks provides ulcer healing in parallel with pain relief as effectively as cimetidine and ranitidine in a high percentage of patients (about 80% after 6 weeks).

Route of Administration: Oral

In Vitro Use Guide

The concentration of enprostil inducing a half maximal contraction of smooth muscle strips from the circular layer of dog colon(EC50) was 400 nM and the maximal effect was obtained at 1 uM.

Name

Type

Language

ENPROSTIL

Official Name

English

enprostil [INN]

Common Name

English

ENPROSTIL [USAN]

Common Name

English

ENPROSTIL [MART.]

Common Name

English

RS-84135

Code

English

ENPROSTIL [MI]

Common Name

English

CAMLEED

Brand Name

English

METHYL 7-((1R*,2R*,3R*)-3-HYDROXY-2-((E)-(3R*)-3-HYDROXY-4-PHENOXY-1-BUTENYL)-5-OXOCYCLOPENTYL)-4,5-HEPTADIENOATE

Systematic Name

English

4,5-HEPTADIENOIC ACID, 7-(3-HYDROXY-2-(3-HYDROXY-4-PHENOXY-1-BUTENYL)-5-OXOCYCLOPENTYL)-, METHYL ESTER

Common Name

English

Enprostil [WHO-DD]

Common Name

English

ENPROSTIL [JAN]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QA02BB02