PROSTAGLANDIN F1

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H36O5
Molecular Weight	356.4968
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=DZUXGQBLFALXCR-CDIPTNKSSA-N

InChI=1S/C20H36O5/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/h12-13,15-19,21-23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,18-,19+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C20H36O5
Molecular Weight	356.4968
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1986158

Prostaglandin F1 alpha is a stable metabolite of prostacyclin, a powerful inhibitor of platelet aggregation as well as a potent vasodilator. Prostaglandin F1a is derived mainly from prostaglandin E1 and is metabolized to 6-keto prostaglandin F1a. It was shown, that the fluctuating prostaglandin F1 alpha levels were of clinical significance in the management of vasomotor tone and platelet function, common problems in the care and the prevention of hemorrhage in critically ill infants.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Human prostaglandin reductase 1 (PGR1): Substrate specificity, inhibitor analysis and site-directed mutagenesis.	2015-06-05	25619643
The detection by enzyme linked immunosorbent assay of P30 and 19-OH prostaglandin F1/F2, in the presence of a range of possible contaminants.	1998-11-04	9800431
Role of prostaglandins in delayed cerebral ischemia after subarachnoid hemorrhage.	1992-01	1738450
Unusual metabolism of prostacyclin in infants with persistent septic pulmonary hypertension.	1990	2073401
Radioimmunoassay detection limits for 19-OH F1 alpha/F2 alpha prostaglandin in normal, infertile and vasectomized semen stains. Analysis of saliva, sweat and urine for possible non-specific or matrix effects.	1989-03	2471677
Effect of prostaglandins on morphine-induced catalepsy in mice.	1983-09-01	6679984
Analysis of picomolar concentrations of 6-oxo-prostaglandin F1 alpha in biological fluids.	1982-04-30	7096507
Influence of human low density and high density lipoprotein cholesterol on the in vitro prostaglandin I2 synthetase activity.	1980-12-05	6786342

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 `Mon Mar 31 19:12:28 GMT 2025` Edited by `admin` on `Mon Mar 31 19:12:28 GMT 2025`
Record UNII	WJ72O6860W
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PROSTAGLANDIN F1

Common Name

English

CYCLOPENTANEHEPTANOIC ACID, 3,5-DIHYDROXY-2-(3-HYDROXY-1-OCTENYL)-

Preferred Name

English

PROSTAGLANDIN F1ALPHA

Common Name

English

PROSTAGLANDIN F1.ALPHA.

Common Name

English

PROST-13-EN-1-OIC ACID, 9,11,15-TRIHYDROXY-, (9-.ALPHA.,11-.ALPHA.,13E,15S)

Common Name

English

Classification Tree Code System Code

LOINC

10583-3