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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H40O5
Molecular Weight 396.5607
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ALPROSTADIL ISOPROPYL ESTER

SMILES

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

InChI

InChIKey=IVJLDARWZNUIAU-WUDJJVMMSA-N
InChI=1S/C23H40O5/c1-4-5-8-11-18(24)14-15-20-19(21(25)16-22(20)26)12-9-6-7-10-13-23(27)28-17(2)3/h14-15,17-20,22,24,26H,4-13,16H2,1-3H3/b15-14+/t18-,19+,20+,22+/m0/s1

HIDE SMILES / InChI

Molecular Formula C23H40O5
Molecular Weight 396.5607
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 1
Optical Activity UNSPECIFIED

Alprostadil isopropyl ester induces a considerable and rapidly appearing increased negativity of interstitial fluid pressure in skin that will enhance edema formation. It is able to inhibit contraction of fibroblast-populated collagen gels, which depends on b1-integrin function. Taken together, Alprostadil isopropyl ester can modulate e interstitial fluid volume and interstitial fluid pressure through effects on the connective tissue cells and extracellular matrix components. Alprostadil isopropyl ester was a test compound in preclinical studies of a selective EP2 and EP4 prostanoid receptor agonists for the treatment of female sexual dysfunction.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
The percutaneous penetration of prostaglandin E1 and its alkyl esters.
1999 Apr 19
Fluid pressure in human dermal fibroblast aggregates measured with micropipettes.
2003 Nov
Patents

Sample Use Guides

Rat: 5 ul with 0.91 or 0.3 or 0.09 mM
Route of Administration: Other
In Vitro Use Guide
ALPROSTADIL ISOPROPYL ESTER effectively inhibited human foreskin fibroblast AG 1518-mediated contraction at a concentration of 1.0 uM. The inhibition was most pronounced at early time points and could be observed already at a concentration of 10 nM.
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:01:34 GMT 2023
Edited
by admin
on Sat Dec 16 08:01:34 GMT 2023
Record UNII
8THV3YDD6A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ALPROSTADIL ISOPROPYL ESTER
Common Name English
1-METHYLETHYL 7-((1R,2R,3R)-3-HYDROXY-2-((1E,3S)-3-HYDROXYOCT-1-ENYL)-5-OXOCYCLOPENTYL)HEPTANOATE
Systematic Name English
PROSTAGLANDIN E1 ISOPROPYL ESTER
Common Name English
ALPROSTADIL IMPURITY J [EP IMPURITY]
Common Name English
PROST-13-EN-1-OIC ACID, 11,15-DIHYDROXY-9-OXO-, 1-METHYLETHYL ESTER, (11.ALPHA.,13E,15S)-
Systematic Name English
Code System Code Type Description
FDA UNII
8THV3YDD6A
Created by admin on Sat Dec 16 08:01:34 GMT 2023 , Edited by admin on Sat Dec 16 08:01:34 GMT 2023
PRIMARY
RXCUI
1813427
Created by admin on Sat Dec 16 08:01:34 GMT 2023 , Edited by admin on Sat Dec 16 08:01:34 GMT 2023
PRIMARY
PUBCHEM
9800913
Created by admin on Sat Dec 16 08:01:34 GMT 2023 , Edited by admin on Sat Dec 16 08:01:34 GMT 2023
PRIMARY
CAS
217182-28-0
Created by admin on Sat Dec 16 08:01:34 GMT 2023 , Edited by admin on Sat Dec 16 08:01:34 GMT 2023
PRIMARY
DAILYMED
8THV3YDD6A
Created by admin on Sat Dec 16 08:01:34 GMT 2023 , Edited by admin on Sat Dec 16 08:01:34 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP