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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H34O6
Molecular Weight 370.4804
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of 6-KETOPROSTAGLANDIN F1.ALPHA.

SMILES

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

InChI

InChIKey=KFGOFTHODYBSGM-ZUNNJUQCSA-N
InChI=1S/C20H34O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h10-11,14,16-19,21,23-24H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t14-,16+,17+,18+,19-/m0/s1

HIDE SMILES / InChI
Molecular Formula C20H34O6
Molecular Weight 370.4804
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 1
Optical Activity UNSPECIFIED

Description

6-Ketoprostaglandin F1alpha (6-keto PGF1a) is a stable hydrolysis product of prostacyclin (PGI2). Due to the short half-life of PGI2, the production of prostacyclin is typically monitored by measurement of the 6-keto-PGF1a metabolite. 6-keto prostaglandin F1α is measured in patients with chronic pulmonary heart disease, where its level was significantly lowered compared with normal controls.

Approval Year

Unknown
139594
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Natural Metabolite
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Production of 6-keto-prostaglandin F1 alpha by rat granulosa cells in vitro.
1982 Nov
Decreased in vitro production of 6-keto-prostaglandin F1 alpha by uterine arteries from postmenopausal women.
1989 Dec

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 08:09:43 UTC 2023
Edited
by admin
on Sat Dec 16 08:09:43 UTC 2023
Record UNII
8URB805JJJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
6-KETOPROSTAGLANDIN F1.ALPHA.
Common Name English
6-KETO-PGF1.ALPHA.
Common Name English
PROST-13-EN-1-OIC ACID, 9,11,15-TRIHYDROXY-6-OXO-, (9.ALPHA.,11.ALPHA.,13E,15S)-
Systematic Name English
EPOPROSTENOL RELATED COMPOUND A [USP-RS]
Common Name English
EPOPROSTENOL RELATED COMPOUND A
USP-RS  
Common Name English
6-OXOPROSTAGLANDIN F1ALPHA
Common Name English
6-OXO-PGF1.ALPHA.
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID001317937
Created by admin on Sat Dec 16 08:09:43 UTC 2023 , Edited by admin on Sat Dec 16 08:09:43 UTC 2023
PRIMARY
RS_ITEM_NUM
1237611
Created by admin on Sat Dec 16 08:09:43 UTC 2023 , Edited by admin on Sat Dec 16 08:09:43 UTC 2023
PRIMARY
FDA UNII
8URB805JJJ
Created by admin on Sat Dec 16 08:09:43 UTC 2023 , Edited by admin on Sat Dec 16 08:09:43 UTC 2023
PRIMARY
CAS
58962-34-8
Created by admin on Sat Dec 16 08:09:43 UTC 2023 , Edited by admin on Sat Dec 16 08:09:43 UTC 2023
PRIMARY
CHEBI
28158
Created by admin on Sat Dec 16 08:09:43 UTC 2023 , Edited by admin on Sat Dec 16 08:09:43 UTC 2023
PRIMARY
PUBCHEM
5280888
Created by admin on Sat Dec 16 08:09:43 UTC 2023 , Edited by admin on Sat Dec 16 08:09:43 UTC 2023
PRIMARY
Related Record Type Details
Structure of EPOPROSTENOL
PARENT -> METABOLITE LESS ACTIVE
Formed by spontaneous degradation; Pharmacological activity orders of magnitude less than epoprostenol in animal test systems
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