11-DEOXYPROSTAGLANDIN E1

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H34O4
Molecular Weight	338.4816
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCC[C@H](O)\C=C\[C@H]1CCC(=O)[C@@H]1CCCCCCC(O)=O

InChI

InChIKey=DPNOTBLPQOITGU-LDDQNKHRSA-N

InChI=1S/C20H34O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12,14,16-18,21H,2-11,13,15H2,1H3,(H,23,24)/b14-12+/t16-,17-,18+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C20H34O4
Molecular Weight	338.4816
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9313928

11-deoxy Prostaglandin E1 (11-deoxy PGE1) is a synthetic analog of PGE1. It is a non-selective agonist of the prostaglandin E2 receptors (EP2, EP3, and EP4 subtypes) and stimulates cAMP release in Jurkat cells.

Approval Year

Targets

Primary Target	Pharmacology	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.ncbi.nlm.nih.gov/pubmed/9214685	Agonist 2752	45.0 nM [Ki]
Prostaglandin E2 receptor EP4 subtype 3 Target ID: P35408 Gene ID: 5734.0 Gene Symbol: PTGER4 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/9214685	Agonist 2752	23.0 nM [Ki]
Prostaglandin E2 receptor EP3 subtype 4 Target ID: P43115\|\|\|Q16546 Gene ID: 5733.0 Gene Symbol: PTGER3 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/9214685	Agonist 2752	1.5 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Functional selectivity of natural and synthetic prostaglandin EP4 receptor ligands.	2009-10	19584306
Prostaglandin E prevents indomethacin-induced gastric and intestinal damage through different EP receptor subtypes.	2001-10-12	11595431
Cyclooxygenase-2 expression in lipopolysaccharide-stimulated human monocytes is modulated by cyclic AMP, prostaglandin E(2), and nonsteroidal anti-inflammatory drugs.	2000-11-30	11095985
Pharmacological characterization of [(3)H]-prostaglandin E(2) binding to the cloned human EP(4) prostanoid receptor.	2000-08	10952683
Developmental regulation of endothelial nitric oxide synthase in cerebral vessels of newborn pig by prostaglandin E(2).	1999-11	10525081
Molecular cloning and characterization of the four rat prostaglandin E2 prostanoid receptor subtypes.	1997-12-11	9537820
Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells.	1997-09	9313928
Characterization of the prostanoid receptor(s) on human blood monocytes at which prostaglandin E2 inhibits lipopolysaccharide-induced tumour necrosis factor-alpha generation.	1997-09	9298541

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:59:46 GMT 2025` Edited by `admin` on `Mon Mar 31 18:59:46 GMT 2025`
Record UNII	UG6237D2HO
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

11-DEOXYPROSTAGLANDIN E1

Common Name

English

AY-23578

Preferred Name

English

PROST-13-EN-1-OIC ACID, 15-HYDROXY-9-OXO-, (13E,15S)-

Systematic Name

English

9-OXO-15S-HYDROXY-PROST-13E-EN-1-OIC ACID

Systematic Name

English

DOPROSTON B

Common Name

English

Code System Code Type Description

PUBCHEM

5283055