Page last updated: 2024-12-10

2,3-dinor-6-ketoprostaglandin f1alpha

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

2,3-dinor-6-ketoprostaglandin F1alpha: formed from 6-keto-PGF1alpha by Mycobacterium rhodochrous; RN given refers to (1R-(1alph,2beta(1E,3S*)))-isomer; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

2,3-dinor-6-oxoprostaglandin F1alpha : A prostanoid that is prostaglandin F1alpha lacking two methylenes in the carboxyalkyl chain and bearing an oxo group at the 6-position. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID5283084
CHEBI ID73944
MeSH IDM0091196

Synonyms (36)

Synonym
6-oxo-9s,11r,15s-trihydroxy-2,3-dinor-13e-prostaenoic acid
LMFA03010089
2,3-dinor, 6-keto-pgf1alpha
2,3-dinor, 6-keto-prostaglandin f1alpha
NCGC00161295-01
BML1-G08
2,3-dinor-6-keto-pgf1a
2,3-dinor-6-ketoprostaglandin f1alpha
pgf1alpha, 6-oxo
cas_64700-71-6
bdbm82096
pgi2-m
2,3-dinor-6-oxoprostaglandin f1alpha
2,3-dinor-6-oxo-pgf1alpha
64700-71-6
2,3-dinor-6-keto-pgf1alpha
2,3-dkpgf1alpha
5-[(1r,2r,3r,5s)-3,5-dihydroxy-2-[(e,3s)-3-hydroxyoct-1-enyl]cyclopentyl]-4-oxopentanoic acid
CHEBI:73944
2,3-dinor-6-oxo-prostaglandin f1alpha
5-{(1r,2r,3r,5s)-3,5-dihydroxy-2-[(1e,3s)-3-hydroxyoct-1-en-1-yl]cyclopentyl}-4-oxopentanoic acid
(13e,15s)-9alpha,11alpha,15-trihydroxy-2,3-dinor-6-oxoprost-13-en-1-oic acid
cyclopentanepentanoic acid, 3,5-dihydroxy-2-((1e,3s)-3-hydroxy-1-octenyl)-gamma-oxo-, (1r,2r,3r,5s)-
cyclopentanepentanoic acid, 3,5-dihydroxy-2-(3-hydroxy-1-octenyl)-gamma-oxo-, (1r-(1alpha,2beta(1e,3s*),3alpha,5alpha))-
2,3-dinor-6-keto prostaglandin f1alpha
cyclopentanepentanoicacid,3,5-dihydroxy-2-[(1e,3s)-3-hydroxy-1-octen-1-yl]-g-oxo-,(1r,2r,3r,5s)-
2,3-dinor-6-ketoprostaglandin f1a
2,3-dinor-6-oxoprostaglandin f1a
2,3-dkpgf1a
2,3-dinor, 6-keto-pgf1a
2,3-dinor-6-oxo-pgf1a
2,3-dinor-6-oxo-prostaglandin f1a
Q27144266
2,3-dinor-6-keto prostaglandin f1?
DTXSID301314213
PD052952

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" During long-term dosing with the synthetic inhibitor, inhibition of thromboxane biosynthesis was incomplete, which would permit continued thromboxane-dependent platelet aggregation to occur."( Increased thromboxane biosynthesis in a human preparation of platelet activation: biochemical and functional consequences of selective inhibition of thromboxane synthase.
Doran, JB; FitzGerald, GA; Reilly, IA; Smith, B, 1986
)
0.27
" However, we cannot exclude the possibility that intermittent bolus-like dosing of nicotine from cigarettes could have different effects from those produced by continually released transdermal nicotine."( Nicotine effects on eicosanoid formation and hemostatic function: comparison of transdermal nicotine and cigarette smoking.
Benowitz, NL; Fitzgerald, GA; Wilson, M; Zhang, Q, 1993
)
0.29
" To address this hypothesis, we used dosing with nimesulide, which inhibited COX-2 ex vivo, depressed urinary 2,3 dinor 6-keto PGF(1alpha) by approximately 60% but had no effect on thromboxane formation by platelets, which only express COX-1."( Acceleration of atherogenesis by COX-1-dependent prostanoid formation in low density lipoprotein receptor knockout mice.
FitzGerald, GA; Li, H; Praticò, D; Tillmann, C; Zhang, ZB, 2001
)
0.31
"3% (mean+/-SD), respectively, and of the urinary excretion of 11-dehydro-TXB2, an index of systemic biosynthesis of TXA2 in vivo, by 85+/-8% and 78+/-7%, respectively, that persisted throughout the dosing interval."( Clinical pharmacology of platelet, monocyte, and vascular cyclooxygenase inhibition by naproxen and low-dose aspirin in healthy subjects.
Capone, ML; Di Gregorio, P; Grana, M; Merciaro, G; Minuz, P; Patrignani, P; Patrono, C; Ricciotti, E; Sciulli, MG; Tacconelli, S, 2004
)
0.32
"This multicenter, double-blind, randomized, placebo-controlled, parallel-group study assessed renal function during dosing with etoricoxib 90 mg daily, celecoxib 200 mg twice daily, and naproxen 500 mg twice daily."( Effects of etoricoxib and comparator nonsteroidal anti-inflammatory drugs on urinary sodium excretion, blood pressure, and other renal function indicators in elderly subjects consuming a controlled sodium diet.
Gertz, BJ; Gottesdiener, KM; Hilliard, DA; Hreniuk, D; Lasseter, KC; Miller, J; Schwartz, JI; Snyder, KM; Thach, C, 2007
)
0.34
" A twice daily (bid) dosing is necessary to fully inhibit TXA2."( In vivo prostacyclin biosynthesis and effects of different aspirin regimens in patients with essential thrombocythaemia.
Barbieri, SS; Cavalca, V; Dragani, A; Pagliaccia, F; Patrono, C; Porro, B; Rocca, B; Squellerio, I; Tremoli, E; Veglia, F, 2014
)
0.4
" Peak inhibition of urinary metabolite excretion across 8 hours following dosing was the primary end point."( Inhibition of prostacyclin and thromboxane biosynthesis in healthy volunteers by single and multiple doses of acetaminophen and indomethacin.
Gottesdiener, KM; Greenberg, HE; Mehta, A; Musser, BJ; Schwartz, JI; Taggart, WV; Tanaka, WK, 2015
)
0.42
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (3)

ClassDescription
prostanoidThe family of natural prostaglandins and prostaglandin-like compounds including prostacyclins and thromboxanes.
4-oxo monocarboxylic acid
secondary alcoholA secondary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has two other carbon atoms attached to it.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (197)

TimeframeStudies, This Drug (%)All Drugs %
pre-199078 (39.59)18.7374
1990's82 (41.62)18.2507
2000's26 (13.20)29.6817
2010's11 (5.58)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials39 (19.40%)5.53%
Reviews0 (0.00%)6.00%
Case Studies1 (0.50%)4.05%
Observational0 (0.00%)0.25%
Other161 (80.10%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]