Page last updated: 2024-11-10

8,11,14-eicosatrienoic acid

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

Description

8,11,14-Eicosatrienoic Acid: A 20-carbon-chain fatty acid, unsaturated at positions 8, 11, and 14. It differs from arachidonic acid, 5,8,11,14-eicosatetraenoic acid, only at position 5. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

all-cis-icosa-8,11,14-trienoic acid : An icosatrienoic acid having three cis double bonds at positions 8, 11 and 14. [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 CID5280581
CHEMBL ID465183
CHEBI ID53486
SCHEMBL ID842729
MeSH IDM0023269

Synonyms (116)

Synonym
unii-fc398rk06s
einecs 217-233-0
fc398rk06s ,
BRD-K20152659-001-02-0
IDI1_033756
8,11,14-eicosatrienoic acid
8,11,14-all-cis-eicosatrienoic acid
bishomo-gamma-linolenic acid
dgla
all-cis-8,11,14-eicosatrienoic acid
20:3n-6
cis,cis,cis-8,11,14-eicosatrienoic acid
8,11,14-eicosatrienoic acid, (8z,11z,14z)-
ro 12-1989
(z,z,z)-icosatri-8,11,14-enoic acid
c 20:3 n-6
8,11-14-eicosatrienoic acid, (z,z,z)-
gamma-homolinolenic acid
ccris 7669
homo-gamma-linolenic acid
8,11,14-eicosatrienoic acid, (z,z,z)- (8ci)
cis-8,cis-11,cis-14-eicosatrienoic acid
8,11,14-eicosatrienoic acid, (8z,11z,14z)- (9ci)
cis-8,11,14-eicosatrienoic acid
(z,z,z)-8,11,14-eicosatrienoic acid
(z,z,z)-8,11,14-icosatrienoic acid
C03242
dihomo-gamma-linolenate
1783-84-2
(8z,11z,14z)-icosa-8,11,14-trienoic acid
8,11,14-eicosatrienoate
8,11,14-icosatrienoate
(z,z,z)-8,11,14-icosatrienoate
8z,11z,14z-eicosatrienoic acid
(8z,11z,14z)-icosatrienoic acid
dihomo-gamma-linolenic acid
(z,z,z)-8,11,14-eicosatrienoate
cis-8,11,14-eicosatrienoic acid, >=99%
all-cis-eicosa-8,11,14-trienoic acid
c20:3, n-6,9,12 all-cis
20:3, n-6,9,12 all-cis
eicosa-8z,11z,14z-trienoic acid
all-cis-icosa-8,11,14-trienoic acid
DB00154
8c,11c,14c-eicosatrienoic acid
all-cis-8,11,14-icosatrienoic acid
dibromo-gamma-linolenic acid
c20:3n-6,9,12
8, 11, 14-eicosatrienoic acid
LMFA01030158
BSPBIO_001286
NCGC00161350-01
NCGC00161350-02
NCGC00161350-03
HMS1989A08
BML3-B11 ,
HMS1791A08
HMS1361A08
bdbm50269534
8c,11c,14c-eicosatriensaeure
CHEBI:53486 ,
homo-gamma-linolensaeure
all-cis-eicosa-8,11,14-triensaeure
daleuton
.gamma.-homolinolenic acid
bishomo-.gamma.-linolenic acid
diroleuton
dihomo-.gamma.-linolenic acid
20:3(n-6)
ds107g
ds107
ds-107g
CHEMBL465183 ,
ds-107
all-cis-8,11,14-eicosatrienoate
diroleuton [who-dd]
daleuton [inn]
SCHEMBL842729
dihomo -gamma-linolenic acid
di-homo gamma-linolenic acid
eicosatrienoate
HMS3402A08
HMS3649H11
8,11,14-icosatrienoic acid
all cis-8,11,14-eicosatrienoic acid
all cis-8,11,14-icosatrienoic acid
E0640
mfcd00065721
cis-8,11,14-eicosatrienoic acid, analytical standard
AKOS027320400
cis-8,cis-11,cis-14-eicosatrienoate
8,11,14-all-cis-eicosatrienoate
(z,z,z)-icosatri-8,11,14-enoate
cis-8,11,14-eicosatrienoate
bishomo-gamma-linolenate
8z,11z,14z-eicosatrienoate
fa(20:3(8z,11z,14z))
gamma-homolinolenate
dihomolinolenate
AS-65384
gtpl9775
HY-A0143
dihomo-|a-linolenic acid
CS-0017463
DTXSID00912351
(8z,11z,14z)-8,11,14-eicosatrienoic acid
Q415398
cis,cis,cis-8,11,14-eicosatrienoate
homo-gamma-linolenate
sr-01000946659
SR-01000946659-1
dihomo-gamma-linolenic-acid
dihomo-y-linolenic acid
dihomo- gamma -linolenic acid (20:3, n-6)
GLXC-26867
BP-29839

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"GSK2256294 was well-tolerated with no serious adverse events (AEs) attributable to the drug."( Pharmacokinetics, pharmacodynamics and adverse event profile of GSK2256294, a novel soluble epoxide hydrolase inhibitor.
Baldwin, SJ; Boardley, RL; Cheriyan, J; Goyal, NS; Lazaar, AL; Mayer, RJ; Newby, DE; Robertson, J; Tal-Singer, R; Wilkinson, IB; Yang, L, 2016
)
0.43

Pharmacokinetics

ExcerptReferenceRelevance
" Plasma concentrations of GSK2256294 increased with single doses, with a half-life averaging 25-43 h."( Pharmacokinetics, pharmacodynamics and adverse event profile of GSK2256294, a novel soluble epoxide hydrolase inhibitor.
Baldwin, SJ; Boardley, RL; Cheriyan, J; Goyal, NS; Lazaar, AL; Mayer, RJ; Newby, DE; Robertson, J; Tal-Singer, R; Wilkinson, IB; Yang, L, 2016
)
0.43

Compound-Compound Interactions

ExcerptReferenceRelevance
"The effects of gamma-linolenic acid-rich borage oil (BO), in combination with different marine oils, namely an eicosapentaenoic acid (EPA) rich oil (MO) or a DHA-rich oil (TO), on tissue fatty acid composition and prostaglandin production were investigated in turbot, a species which lacks appreciable delta5 fatty acyl desaturase activity."( Effects of dietary gamma-linolenic acid-rich borage oil combined with marine fish oils on tissue phospholipid fatty acid composition and production of prostaglandins E and F of the 1-, 2- and 3-series in a marine fish deficient in delta5 fatty acyl desatu
Bell, JG; Farndale, BM; Sargent, JR; Tocher, DR, 1997
)
0.3

Bioavailability

ExcerptReferenceRelevance
"Orally administered dihomo-gamma-linolenic acid (DHLA) is well absorbed in man; it appears in blood after ca."( The metabolism of dihomo-gamma-linolenic acid in man.
Hart, WM; Kernoff, PB; Kirtland, SJ; McNicol, GP; Stone, KJ; Willis, AL, 1979
)
0.26
" Long-lasting high sodium intake lowers NO bioavailability and promotes systemic and intrarenal vasoconstrictor activity of 20-HETE."( Cytochrome P-450 metabolites in renal circulation and excretion--interaction with the nitric oxide (NO) system.
Kompanowska-Jezierska, E; Kuczeriszka, M, 2008
)
0.35
" Inhibition in TGR of 20-HETE formation combined with enhanced bioavailability of EETs attenuated the development of hypertension, cardiac hypertrophy, proteinuria, glomerular hypertrophy and sclerosis as well as renal tubulointerstitial injury."( Combined inhibition of 20-hydroxyeicosatetraenoic acid formation and of epoxyeicosatrienoic acids degradation attenuates hypertension and hypertension-induced end-organ damage in Ren-2 transgenic rats.
Certíková Chábová, V; Cervenka, L; Falck, JR; Hammock, BD; Imig, JD; Kompanowska-Jezierska, E; Kopkan, L; Kramer, HJ; Kujal, P; Sadowski, J; Vanecková, I; Vanourková, Z; Vernerová, Z; Walkowska, A, 2010
)
0.36
" Overall the fundamental knowledge generated within the past decade indicates that orally bioavailable small molecule inhibitors of sEH may find a place in the treatment of a number of diverse painful conditions including inflammatory and neuropathic pain."( Soluble epoxide hydrolase inhibition, epoxygenated fatty acids and nociception.
Hammock, BD; Inceoglu, B; Wagner, K, 2011
)
0.37
" Increasing epoxyeicosanoid bioavailability by inhibiting their degradation induced a tocolytic effect in the non-pregnant group (20%) and in inflammation-induced condition (40%)."( Effect of cytochrome P-450 epoxygenase and hydroxylase metabolites on rat myometrium contractility in non-pregnancy, late pregnancy and late pregnancy under inflammatory conditions.
Berthiaume, M; Corriveau, S; Girard, I; Nolin, MA; Pasquier, JC; Rousseau, E, 2014
)
0.4
" In summary, in combination with NO, the increased EET bioavailability as a function of genetic deletion and/or downregulation of sEH accounts for the female-favorable attenuation of pressure-induced vasoconstriction."( Female-favorable attenuation of coronary myogenic constriction via reciprocal activations of epoxyeicosatrienoic acids and nitric oxide.
Froogh, G; Huang, A; Jiang, H; Kandhi, S; Le, Y; Luo, M; Qin, J; Sun, D, 2016
)
0.43
"We propose that reduced vasodilatory action and decreased intrarenal bioavailability of EETs combined with intrarenal angiotensin II levels that are inappropriately high for hypertensive rats underlie functional derangements of the nonclipped kidneys of 2-kidney, 1-clip Goldblatt hypertensive rats."( Interlobular Arteries From 2-Kidney, 1-Clip Goldblatt Hypertensive Rats' Exhibit-Impaired Vasodilator Response to Epoxyeicosatrienoic Acids.
Červenka, L; Falck, JR; Imig, JD; Kopkan, L; Reddy, RN; Sadowski, J; Sporková, A, 2016
)
0.43

Dosage Studied

ExcerptRelevanceReference
" The actions of the hepoxilins showed a sharp dose-response relationship, with minimal threshold or no effect at 3 nM (n = 21) and maximal effects at 10 nM (n = 33)."( Formation and electrophysiological actions of the arachidonic acid metabolites, hepoxilins, at nanomolar concentrations in rat hippocampal slices.
Carlen, PL; Gurevich, N; Pace-Asciak, CR; Reynaud, D; Wu, PH; Zhang, L, 1994
)
0.29
"21 g/d (LO20:4 diet) of arachidonic acid for 50 d and then dosed with a mixture containing ethyl esters of 20:3n-6[d4] and 18:1n-9[d2]."( Influence of dietary arachidonic acid on metabolism in vivo of 8cis,11cis,14-eicosatrienoic acid in humans.
Adlof, RO; Duval, SM; Emken, EA; Nelson, GJ, 1997
)
0.3
" A dose-response study with PBT-1 indicated that the effective dose for inhibition of bleomycin-induced inflammatory and histological changes was below 10 microg/day."( Hepoxilin analogs inhibit bleomycin-induced pulmonary fibrosis in the mouse.
Aslam, R; Demin, P; Hannam, V; Jankov, RP; Luo, X; Pace-Asciak, CR; Tanswell, AK, 2002
)
0.31
" Dose-response curves (10(-9) to 10(-6) M) to 5,6-EET, 8,9-EET, 11,12-EET, 14,15-EET, and ACh (10(-9) to 10(-4) M) were evaluated in preconstricted (10(-6) mol/l phenylephrine) mesenteric arteries (<350 microm diameter) in the presence or absence of 1) the cyclooxygenase inhibitor indomethacin (2."( Rat mesenteric arterial dilator response to 11,12-epoxyeicosatrienoic acid is mediated by activating heme oxygenase.
Abraham, NG; Bolognesi, M; Di Pascoli, M; Gatta, A; McGiff, JC; Sacerdoti, D; Schwartzman, ML, 2006
)
0.33
" The DGLA levels in the liver, serum, and brain significantly increased with increasing dosage of DGLA in the diet."( Distribution and metabolism of dihomo-gamma-linolenic acid (DGLA, 20:3n-6) by oral supplementation in rats.
Fujiwara, Y; Kawashima, H; Kiso, Y; Matsumoto, A; Morimitsu, Y; Ono, Y; Sagawa, S; Seyama, Y; Umeda-Sawada, R; Ushiyama, I, 2006
)
0.33
" 1,3-dicyclohexylurea (DCU), a potent sEH inhibitor, lowers systemic blood pressure in spontaneously hypertensive rats when dosed intraperitoneally."( Oral delivery of 1,3-dicyclohexylurea nanosuspension enhances exposure and lowers blood pressure in hypertensive rats.
Chiang, PC; Fujiwara, H; Ghosh, S; Roberds, SL; Selbo, JG; Wahlstrom, JL, 2008
)
0.35
" The enzyme assay was carried out in a 96-well plate format, and near perfect sigmoidal dose-response curves were obtained for 12 concentrations of each inhibitor in only 22 min, enabling precise determination of IC(50) values."( Development of an online SPE-LC-MS-based assay using endogenous substrate for investigation of soluble epoxide hydrolase (sEH) inhibitors.
Hammock, BD; Huby, M; Hwang, SH; Morisseau, C; Schebb, NH, 2011
)
0.37
" A series of dose-response experiments were conducted with albumin-bound fatty acid substrates (18:1n-9 and 20:1n-9) provided in concentrations up to 100µM."( The role of fatty acid desaturase (FADS) genes in oleic acid metabolism: FADS1 Δ7 desaturates 11-20:1 to 7,11-20:2.
Brenna, JT; Engel, MG; Kothapalli, KS; Lawrence, P; Park, HG; Vogt-Lowell, K, 2018
)
0.48
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
nutraceuticalA product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
fungal metaboliteAny eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
[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 (2)

ClassDescription
fatty acid 20:3Any trienoic fatty acid with twenty carbons.
long-chain fatty acidA fatty acid with a chain length ranging from C13 to C22.
[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]

Pathways (6)

PathwayProteinsCompounds
Alpha Linolenic Acid and Linoleic Acid Metabolism517
Omega-3 / omega-6 fatty acid synthesis038
Linoleic acid metabolism affected by SARS-CoV-2513
Elongation of (very) long chain fatty acids345
Selenium micronutrient network095
Omega-3 and omega-6 unsaturated fatty acids biosynthesis pathway014

Protein Targets (6)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency39.81070.011212.4002100.0000AID1030
regulator of G-protein signaling 4Homo sapiens (human)Potency1.33710.531815.435837.6858AID504845
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
TrypsinSus scrofa (pig)IC50 (µMol)200.00000.50000.50000.5000AID402793
Coagulation factor VIIHomo sapiens (human)IC50 (µMol)52.50000.00020.83363.3000AID402795
Tissue factorHomo sapiens (human)IC50 (µMol)52.50000.00010.734410.0000AID402795
Oxoeicosanoid receptor 1Homo sapiens (human)IC50 (µMol)2.00000.00301.41722.0000AID1067780
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (33)

Processvia Protein(s)Taxonomy
response to hypoxiaCoagulation factor VIIHomo sapiens (human)
positive regulation of leukocyte chemotaxisCoagulation factor VIIHomo sapiens (human)
blood coagulationCoagulation factor VIIHomo sapiens (human)
circadian rhythmCoagulation factor VIIHomo sapiens (human)
response to carbon dioxideCoagulation factor VIIHomo sapiens (human)
positive regulation of platelet-derived growth factor receptor signaling pathwayCoagulation factor VIIHomo sapiens (human)
protein processingCoagulation factor VIIHomo sapiens (human)
positive regulation of blood coagulationCoagulation factor VIIHomo sapiens (human)
positive regulation of cell migrationCoagulation factor VIIHomo sapiens (human)
animal organ regenerationCoagulation factor VIIHomo sapiens (human)
positive regulation of TOR signalingCoagulation factor VIIHomo sapiens (human)
response to estradiolCoagulation factor VIIHomo sapiens (human)
response to vitamin KCoagulation factor VIIHomo sapiens (human)
response to genisteinCoagulation factor VIIHomo sapiens (human)
response to estrogenCoagulation factor VIIHomo sapiens (human)
positive regulation of positive chemotaxisCoagulation factor VIIHomo sapiens (human)
response to growth hormoneCoagulation factor VIIHomo sapiens (human)
response to cholesterolCoagulation factor VIIHomo sapiens (human)
response to thyroxineCoagulation factor VIIHomo sapiens (human)
response to Thyroid stimulating hormoneCoagulation factor VIIHomo sapiens (human)
response to 2,3,7,8-tetrachlorodibenzodioxineCoagulation factor VIIHomo sapiens (human)
response to astaxanthinCoagulation factor VIIHomo sapiens (human)
response to thyrotropin-releasing hormoneCoagulation factor VIIHomo sapiens (human)
positive regulation of gene expressionTissue factorHomo sapiens (human)
positive regulation of interleukin-8 productionTissue factorHomo sapiens (human)
positive regulation of endothelial cell proliferationTissue factorHomo sapiens (human)
activation of plasma proteins involved in acute inflammatory responseTissue factorHomo sapiens (human)
activation of blood coagulation via clotting cascadeTissue factorHomo sapiens (human)
activation of cysteine-type endopeptidase activity involved in apoptotic processTissue factorHomo sapiens (human)
blood coagulationTissue factorHomo sapiens (human)
positive regulation of platelet-derived growth factor receptor signaling pathwayTissue factorHomo sapiens (human)
protein processingTissue factorHomo sapiens (human)
positive regulation of cell migrationTissue factorHomo sapiens (human)
positive regulation of TOR signalingTissue factorHomo sapiens (human)
positive regulation of angiogenesisTissue factorHomo sapiens (human)
positive regulation of positive chemotaxisTissue factorHomo sapiens (human)
cytokine-mediated signaling pathwayTissue factorHomo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathwayOxoeicosanoid receptor 1Homo sapiens (human)
G protein-coupled receptor signaling pathwayOxoeicosanoid receptor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (12)

Processvia Protein(s)Taxonomy
serine-type endopeptidase activityCoagulation factor VIIHomo sapiens (human)
signaling receptor bindingCoagulation factor VIIHomo sapiens (human)
calcium ion bindingCoagulation factor VIIHomo sapiens (human)
protein bindingCoagulation factor VIIHomo sapiens (human)
serine-type peptidase activityCoagulation factor VIIHomo sapiens (human)
serine-type endopeptidase activityTissue factorHomo sapiens (human)
protease bindingTissue factorHomo sapiens (human)
protein bindingTissue factorHomo sapiens (human)
phospholipid bindingTissue factorHomo sapiens (human)
cytokine receptor activityTissue factorHomo sapiens (human)
G protein-coupled receptor activityOxoeicosanoid receptor 1Homo sapiens (human)
protein bindingOxoeicosanoid receptor 1Homo sapiens (human)
5-oxo-6E,8Z,11Z,14Z-icosatetraenoic acid bindingOxoeicosanoid receptor 1Homo sapiens (human)
5-hydroxy-6E,8Z,11Z,14Z-icosatetraenoic acid bindingOxoeicosanoid receptor 1Homo sapiens (human)
5(S)-hydroxyperoxy-6E,8Z,11Z,14Z-icosatetraenoic acid bindingOxoeicosanoid receptor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (11)

Processvia Protein(s)Taxonomy
extracellular regionCoagulation factor VIIHomo sapiens (human)
endoplasmic reticulum lumenCoagulation factor VIIHomo sapiens (human)
Golgi lumenCoagulation factor VIIHomo sapiens (human)
plasma membraneCoagulation factor VIIHomo sapiens (human)
vesicleCoagulation factor VIIHomo sapiens (human)
collagen-containing extracellular matrixCoagulation factor VIIHomo sapiens (human)
serine-type peptidase complexCoagulation factor VIIHomo sapiens (human)
extracellular spaceCoagulation factor VIIHomo sapiens (human)
extracellular spaceTissue factorHomo sapiens (human)
plasma membraneTissue factorHomo sapiens (human)
external side of plasma membraneTissue factorHomo sapiens (human)
cell surfaceTissue factorHomo sapiens (human)
membraneTissue factorHomo sapiens (human)
collagen-containing extracellular matrixTissue factorHomo sapiens (human)
serine-type peptidase complexTissue factorHomo sapiens (human)
plasma membraneTissue factorHomo sapiens (human)
plasma membraneOxoeicosanoid receptor 1Homo sapiens (human)
plasma membraneOxoeicosanoid receptor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (7)

Assay IDTitleYearJournalArticle
AID402795Inhibition of amidolytic activity of human tissue factor/human factor 7a1998Journal of natural products, Nov, Volume: 61, Issue:11
Inhibitory activity of unsaturated fatty acids and anacardic acids toward soluble tissue factor-factor VIIa complex.
AID402794Octanol-water partition coefficient, log P of the compound1998Journal of natural products, Nov, Volume: 61, Issue:11
Inhibitory activity of unsaturated fatty acids and anacardic acids toward soluble tissue factor-factor VIIa complex.
AID1616997Antiallergic activity in rat RBL2H3 cells assessed as inhibition of DNP-HSA-mediated degranulation by measuring decrease in beta-hexosaminidase activity preincubated for 30 mins followed by DNP-HSA stimulation and measured after 30 mins by 4-nitrophenyl 22019Journal of medicinal chemistry, 11-14, Volume: 62, Issue:21
Structure-Activity Relationships of Fish Oil Derivatives with Antiallergic Activity in Vitro and in Vivo.
AID1067780Antagonist activity at human OXE receptor fused with G-alphai assessed as inhibition of 5-oxo-ETE-induced GTPgammaS binding after 60 mins by liquid scintillation counting analysis2014Journal of medicinal chemistry, Jan-23, Volume: 57, Issue:2
Inhibition of 5-oxo-6,8,11,14-eicosatetraenoic acid-induced activation of neutrophils and eosinophils by novel indole OXE receptor antagonists.
AID402793Inhibition of pig pancreatic trypsin after 15 mins1998Journal of natural products, Nov, Volume: 61, Issue:11
Inhibitory activity of unsaturated fatty acids and anacardic acids toward soluble tissue factor-factor VIIa complex.
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (1,444)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990288 (19.94)18.7374
1990's333 (23.06)18.2507
2000's366 (25.35)29.6817
2010's388 (26.87)24.3611
2020's69 (4.78)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 25.69

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index25.69 (24.57)
Research Supply Index7.32 (2.92)
Research Growth Index4.60 (4.65)
Search Engine Demand Index30.00 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (25.69)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials35 (2.37%)5.53%
Reviews94 (6.36%)6.00%
Case Studies3 (0.20%)4.05%
Observational7 (0.47%)0.25%
Other1,339 (90.60%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]