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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 of 11-DEOXYPROSTAGLANDIN E1

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

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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P43116
Gene ID: 5732.0
Gene Symbol: PTGER2
Target Organism: Homo sapiens (Human)
45.0 nM [Ki]
Target ID: P35408
Gene ID: 5734.0
Gene Symbol: PTGER4
Target Organism: Homo sapiens (Human)
23.0 nM [Ki]
Target ID: P43115|||Q16546
Gene ID: 5733.0
Gene Symbol: PTGER3
Target Organism: Homo sapiens (Human)
1.5 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Molecular cloning and characterization of the four rat prostaglandin E2 prostanoid receptor subtypes.
1997 Dec 11
Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells.
1997 Sep
Characterization of the prostanoid receptor(s) on human blood monocytes at which prostaglandin E2 inhibits lipopolysaccharide-induced tumour necrosis factor-alpha generation.
1997 Sep
Pharmacological characterization of [(3)H]-prostaglandin E(2) binding to the cloned human EP(4) prostanoid receptor.
2000 Aug
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Curator's Comment: The addition of 11-deoxy-PGE1 (EP4 receptor agonist) to rat renal epithelial cell line (NRK-52E) increased the cell number, indicating the effects of PGE2 via EP4 receptor. Furthermore, 11-deoxy-PGE1-treated NRK-52E cells underwent the G0/G1 arrest and decreased apoptosis. NRK-52E treated with transforming growth factor (TGF)-beta1, an inducer of epithelial-mesenchymal transition (EMT), in the presence of 11-deoxy-PGE1 decreased the mRNA expression of alpha-smooth muscle actin (a marker of myofibroblasts).
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:59:22 GMT 2023
Edited
by admin
on Fri Dec 15 17:59:22 GMT 2023
Record UNII
UG6237D2HO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
11-DEOXYPROSTAGLANDIN E1
Common Name English
PROST-13-EN-1-OIC ACID, 15-HYDROXY-9-OXO-, (13E,15S)-
Systematic Name English
AY-23578
Code 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
Created by admin on Fri Dec 15 17:59:22 GMT 2023 , Edited by admin on Fri Dec 15 17:59:22 GMT 2023
PRIMARY
FDA UNII
UG6237D2HO
Created by admin on Fri Dec 15 17:59:22 GMT 2023 , Edited by admin on Fri Dec 15 17:59:22 GMT 2023
PRIMARY
EPA CompTox
DTXSID101317623
Created by admin on Fri Dec 15 17:59:22 GMT 2023 , Edited by admin on Fri Dec 15 17:59:22 GMT 2023
PRIMARY
MESH
C034008
Created by admin on Fri Dec 15 17:59:22 GMT 2023 , Edited by admin on Fri Dec 15 17:59:22 GMT 2023
PRIMARY
CAS
37786-00-8
Created by admin on Fri Dec 15 17:59:22 GMT 2023 , Edited by admin on Fri Dec 15 17:59:22 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY