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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 11-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-FZYGRIMQSA-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-/m0/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

11-Epiprostaglandin E1 is a synthetic prostaglandin analogue. The activity of the racemic synthetic prostaglandin is approximately one-half that of the naturally occurring compound. 11-Epiprostaglandin E1 is 13%, 3.6% and 12%as potent as PGE1 in contracting the rat uterus, guinea pig ileum and rabbit jejunum, respectively. Nevertheless, this unnatural compound was proposed as a prostaglandin D2 receptor antagonist for use in the treatment of androgenic alopecia.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Biological activity of synthetic prostaglandins.
1969 Mar 29
Relationship between the chemical structure of prostaglandins and their vasoactivities in dogs.
1972 Jan
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

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:42:23 UTC 2023
Edited
by admin
on Sat Dec 16 08:42:23 UTC 2023
Record UNII
U0DO49Q8Y4
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
11-EPIPROSTAGLANDIN E1
Common Name English
PROST-13-EN-1-OIC ACID, 11,15-DIHYDROXY-9-OXO-, (11.BETA.,13E,15S)-
Systematic Name English
ALPROSTADIL IMPURITY E [EP IMPURITY]
Common Name English
11-EPI-PGE1
Common Name English
7-((1R,2R,3S)-3-HYDROXY-2-((1E,3S)-3-HYDROXYOCT-1-ENYL)-5-OXOCYCLOPENTYL)HEPTANOIC ACID
Systematic Name English
Code System Code Type Description
CAS
24570-01-2
Created by admin on Sat Dec 16 08:42:23 UTC 2023 , Edited by admin on Sat Dec 16 08:42:23 UTC 2023
PRIMARY
PUBCHEM
5283098
Created by admin on Sat Dec 16 08:42:23 UTC 2023 , Edited by admin on Sat Dec 16 08:42:23 UTC 2023
PRIMARY
FDA UNII
U0DO49Q8Y4
Created by admin on Sat Dec 16 08:42:23 UTC 2023 , Edited by admin on Sat Dec 16 08:42:23 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP