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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H34O5
Molecular Weight 354.481
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of 15-EPIPROSTAGLANDIN E1

SMILES

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

InChI

InChIKey=GMVPRGQOIOIIMI-CHCORRSHSA-N
InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16-,17-,19-/m1/s1

HIDE SMILES / InChI

Molecular Formula C20H34O5
Molecular Weight 354.481
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 1
Optical Activity UNSPECIFIED

15-Epiprostaglandin E1 is a synthetic prostaglandin analogue. The activity of the racemic synthetic prostaglandin is approximately one-half that of the naturally occurring compound. 15-Epiprostaglandin E1 is 4% and 6% as potent as PGE1 in contracting the rat uterus and guinea pig ileum. PGA1 is very potent vasodilator and hypotensive agent, whereas its epimer 15-Epiprostaglandin E1 has a little vasodilator or hypotensive effects in anaesthetized dogs. 15-Epiprostaglandin E1 is a non-competitive inhibitor of 15-hydroxyprostaglandin dehydrogenase from human placenta.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
189.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Biological activity of synthetic prostaglandins.
1969 Mar 29
Conformational analysis of prastaglandins. III. Study on active sites and conformation-action relationship.
1977 Dec
Quantitative determination of alprostadil (PGE) in bulk drug and pharmaceutical formulations by high-performance liquid chromatography.
1984 Jan 20
Patents

Patents

Sample Use Guides

Unknown
Route of Administration: Intra-arterial
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 07:55:07 GMT 2023
Edited
by admin
on Sat Dec 16 07:55:07 GMT 2023
Record UNII
V2N896SN9V
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
15-EPIPROSTAGLANDIN E1
Common Name English
ALPROSTADIL IMPURITY D [EP IMPURITY]
Common Name English
15-EPI-PGE1
Common Name English
PROST-13-EN-1-OIC ACID, 11,15-DIHYDROXY-9-OXO-, (11.ALPHA.,13E,15R)-
Systematic Name English
7-((1R,2R,3R)-3-HYDROXY-2-((1E,3R)-3-HYDROXYOCT-1-ENYL)-5-OXOCYCLOPENTYL)HEPTANOIC ACID
Systematic Name English
15(R)-PGE1
Common Name English
Code System Code Type Description
PUBCHEM
5283056
Created by admin on Sat Dec 16 07:55:07 GMT 2023 , Edited by admin on Sat Dec 16 07:55:07 GMT 2023
PRIMARY
CAS
20897-91-0
Created by admin on Sat Dec 16 07:55:07 GMT 2023 , Edited by admin on Sat Dec 16 07:55:07 GMT 2023
PRIMARY
FDA UNII
V2N896SN9V
Created by admin on Sat Dec 16 07:55:07 GMT 2023 , Edited by admin on Sat Dec 16 07:55:07 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP