Page last updated: 2024-12-11

bwa 4c

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Cross-References

ID SourceID
PubMed CID6438354
CHEMBL ID314360
MeSH IDM0158762

Synonyms (32)

Synonym
acetamide, n-hydroxy-n-(3-(3-phenoxyphenyl)-2-propenyl)-, (e)-
n-(e)-3-(3-phenoxyphenyl)prop-2-enylacetohydroxamine acid
acetohydroxamine acid, n-(e)-3-(3-phenoxyphenyl)prop-2-enyl-
bdbm22334
bwa4c
chembl314360 ,
jmc515449 compound 7
n-hydroxy-n-[(2e)-3-(3-phenoxyphenyl)prop-2-en-1-yl]acetamide
bw a4c, >=98% (hplc)
NCGC00165755-01
acetamide, n-hydroxy-n-(3-(3-phenoxyphenyl)-2-propenyl)-
bwa-4c
bw a4c
bw-a4c
bwa 4c
n-(3-phenoxycinnamyl)acetohydroxamic acid
bw4c
106328-57-8
n-hydroxy-n-[(e)-3-(3-phenoxyphenyl)prop-2-enyl]acetamide
112504-68-4
n-[(e)-3-(3-phenoxyphenyl)prop-2-enyl]acetohydroxamic acid
AKOS025294026
bw-a 4c
J-001576
n-hydroxy-n-(3-(3-phenoxyphenyl)allyl)acetamide
n-hydroxy-n-[3-(3-phenoxyphenyl)-2-propen-1-yl]acetamide
acetamide, n-hydroxy-n-[3-(3-phenoxyphenyl)-2-propen-1-yl]-
acetamide, n-hydroxy-n-[3-(3-phenoxyphenyl)-2-propenyl]-
acetamide, n-hydroxy-n-[(2e)-3-(3-phenoxyphenyl)-2-propen-1-yl]-
ZK4N9HRN7L
penoxycinnamyl)acetohydroxamic acid, n-(3-
bw 4ac
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (7)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
nuclear receptor ROR-gamma isoform 1Mus musculus (house mouse)Potency17.78280.00798.23321,122.0200AID2551
DNA polymerase kappa isoform 1Homo sapiens (human)Potency4.74440.031622.3146100.0000AID588579
[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)
Prostaglandin G/H synthase 1Ovis aries (sheep)IC50 (µMol)0.01000.00032.177410.0000AID412948
Polyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)IC50 (µMol)0.19760.00011.68479.3200AID1065366; AID1065367; AID1155573; AID1155574; AID1155590; AID1155591; AID1155592; AID1395141; AID1798179; AID1798445; AID1902161; AID3628; AID362902; AID412945; AID413196; AID578382; AID592362; AID592363; AID592364; AID592365; AID596916; AID596918; AID598671; AID598673; AID620273; AID620277; AID650762; AID650763; AID661902; AID661903; AID6704; AID700862; AID700992; AID703844
Arachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)IC50 (µMol)0.11000.00160.07630.5800AID665660
Prostaglandin G/H synthase 1Homo sapiens (human)IC50 (µMol)3.20000.00021.557410.0000AID160720
Prostaglandin G/H synthase 2Homo sapiens (human)IC50 (µMol)1.60500.00010.995010.0000AID160720; AID413191
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (92)

Processvia Protein(s)Taxonomy
negative regulation of endothelial cell proliferationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukocyte chemotaxis involved in inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukocyte migration involved in inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukotriene production involved in inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukotriene metabolic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
humoral immune responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of angiogenesisPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukotriene biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
lipoxygenase pathwayPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
positive regulation of bone mineralizationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
dendritic cell migrationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
glucose homeostasisPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
long-chain fatty acid biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of fat cell differentiationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of insulin secretionPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of vascular wound healingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of wound healingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of inflammatory response to woundingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of cytokine production involved in inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of cellular response to oxidative stressPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukotriene A4 biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of reactive oxygen species biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of response to endoplasmic reticulum stressPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of sprouting angiogenesisPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
positive regulation of leukocyte adhesion to arterial endothelial cellPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
lipoxin biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
arachidonic acid metabolic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
lipid oxidationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukotriene production involved in inflammatory responseArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
positive regulation of acute inflammatory responseArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
leukotriene biosynthetic processArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
lipoxygenase pathwayArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
protein homotrimerizationArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
cellular response to calcium ionArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
cellular oxidant detoxificationArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
prostaglandin biosynthetic processProstaglandin G/H synthase 1Homo sapiens (human)
response to oxidative stressProstaglandin G/H synthase 1Homo sapiens (human)
regulation of blood pressureProstaglandin G/H synthase 1Homo sapiens (human)
cyclooxygenase pathwayProstaglandin G/H synthase 1Homo sapiens (human)
regulation of cell population proliferationProstaglandin G/H synthase 1Homo sapiens (human)
cellular oxidant detoxificationProstaglandin G/H synthase 1Homo sapiens (human)
prostaglandin biosynthetic processProstaglandin G/H synthase 2Homo sapiens (human)
angiogenesisProstaglandin G/H synthase 2Homo sapiens (human)
response to oxidative stressProstaglandin G/H synthase 2Homo sapiens (human)
embryo implantationProstaglandin G/H synthase 2Homo sapiens (human)
learningProstaglandin G/H synthase 2Homo sapiens (human)
memoryProstaglandin G/H synthase 2Homo sapiens (human)
regulation of blood pressureProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of cell population proliferationProstaglandin G/H synthase 2Homo sapiens (human)
response to xenobiotic stimulusProstaglandin G/H synthase 2Homo sapiens (human)
response to nematodeProstaglandin G/H synthase 2Homo sapiens (human)
response to fructoseProstaglandin G/H synthase 2Homo sapiens (human)
response to manganese ionProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of vascular endothelial growth factor productionProstaglandin G/H synthase 2Homo sapiens (human)
cyclooxygenase pathwayProstaglandin G/H synthase 2Homo sapiens (human)
bone mineralizationProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of prostaglandin biosynthetic processProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of fever generationProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of synaptic plasticityProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of synaptic transmission, dopaminergicProstaglandin G/H synthase 2Homo sapiens (human)
prostaglandin secretionProstaglandin G/H synthase 2Homo sapiens (human)
response to estradiolProstaglandin G/H synthase 2Homo sapiens (human)
response to lipopolysaccharideProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of peptidyl-serine phosphorylationProstaglandin G/H synthase 2Homo sapiens (human)
response to vitamin DProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to heatProstaglandin G/H synthase 2Homo sapiens (human)
response to tumor necrosis factorProstaglandin G/H synthase 2Homo sapiens (human)
maintenance of blood-brain barrierProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of protein import into nucleusProstaglandin G/H synthase 2Homo sapiens (human)
hair cycleProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of apoptotic processProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of nitric oxide biosynthetic processProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of cell cycleProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of vasoconstrictionProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of smooth muscle contractionProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of smooth muscle contractionProstaglandin G/H synthase 2Homo sapiens (human)
decidualizationProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of smooth muscle cell proliferationProstaglandin G/H synthase 2Homo sapiens (human)
regulation of inflammatory responseProstaglandin G/H synthase 2Homo sapiens (human)
brown fat cell differentiationProstaglandin G/H synthase 2Homo sapiens (human)
response to glucocorticoidProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of calcium ion transportProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of synaptic transmission, glutamatergicProstaglandin G/H synthase 2Homo sapiens (human)
response to fatty acidProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to mechanical stimulusProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to lead ionProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to ATPProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to hypoxiaProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to non-ionic osmotic stressProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to fluid shear stressProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of transforming growth factor beta productionProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of cell migration involved in sprouting angiogenesisProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of fibroblast growth factor productionProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of brown fat cell differentiationProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of platelet-derived growth factor productionProstaglandin G/H synthase 2Homo sapiens (human)
cellular oxidant detoxificationProstaglandin G/H synthase 2Homo sapiens (human)
regulation of neuroinflammatory responseProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of intrinsic apoptotic signaling pathway in response to osmotic stressProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to homocysteineProstaglandin G/H synthase 2Homo sapiens (human)
response to angiotensinProstaglandin G/H synthase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (20)

Processvia Protein(s)Taxonomy
arachidonate 5-lipoxygenase activityPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
arachidonate 12(S)-lipoxygenase activityPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
iron ion bindingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
protein bindingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
hydrolase activityPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
arachidonate 8(S)-lipoxygenase activityPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
arachidonate 5-lipoxygenase activityArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
protein bindingArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
enzyme activator activityArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
enzyme bindingArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
identical protein bindingArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
protein-containing complex bindingArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
arachidonic acid bindingArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
glutathione transferase activityArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
glutathione peroxidase activityArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
leukotriene-C4 synthase activityArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
peroxidase activityProstaglandin G/H synthase 1Homo sapiens (human)
prostaglandin-endoperoxide synthase activityProstaglandin G/H synthase 1Homo sapiens (human)
protein bindingProstaglandin G/H synthase 1Homo sapiens (human)
heme bindingProstaglandin G/H synthase 1Homo sapiens (human)
metal ion bindingProstaglandin G/H synthase 1Homo sapiens (human)
oxidoreductase activity, acting on single donors with incorporation of molecular oxygen, incorporation of two atoms of oxygenProstaglandin G/H synthase 1Homo sapiens (human)
peroxidase activityProstaglandin G/H synthase 2Homo sapiens (human)
prostaglandin-endoperoxide synthase activityProstaglandin G/H synthase 2Homo sapiens (human)
protein bindingProstaglandin G/H synthase 2Homo sapiens (human)
enzyme bindingProstaglandin G/H synthase 2Homo sapiens (human)
heme bindingProstaglandin G/H synthase 2Homo sapiens (human)
protein homodimerization activityProstaglandin G/H synthase 2Homo sapiens (human)
metal ion bindingProstaglandin G/H synthase 2Homo sapiens (human)
oxidoreductase activity, acting on single donors with incorporation of molecular oxygen, incorporation of two atoms of oxygenProstaglandin G/H synthase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (25)

Processvia Protein(s)Taxonomy
extracellular regionPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
extracellular spacePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear envelopePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear envelope lumenPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nucleoplasmPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
cytosolPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear matrixPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear membranePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
secretory granule lumenPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
perinuclear region of cytoplasmPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
ficolin-1-rich granule lumenPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear envelopePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear envelopeArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
endoplasmic reticulumArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
endoplasmic reticulum membraneArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
membraneArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
nuclear membraneArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
nuclear envelopeArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
endoplasmic reticulumArachidonate 5-lipoxygenase-activating proteinHomo sapiens (human)
photoreceptor outer segmentProstaglandin G/H synthase 1Homo sapiens (human)
cytoplasmProstaglandin G/H synthase 1Homo sapiens (human)
endoplasmic reticulum membraneProstaglandin G/H synthase 1Homo sapiens (human)
Golgi apparatusProstaglandin G/H synthase 1Homo sapiens (human)
intracellular membrane-bounded organelleProstaglandin G/H synthase 1Homo sapiens (human)
extracellular exosomeProstaglandin G/H synthase 1Homo sapiens (human)
cytoplasmProstaglandin G/H synthase 1Homo sapiens (human)
neuron projectionProstaglandin G/H synthase 1Homo sapiens (human)
nuclear inner membraneProstaglandin G/H synthase 2Homo sapiens (human)
nuclear outer membraneProstaglandin G/H synthase 2Homo sapiens (human)
cytoplasmProstaglandin G/H synthase 2Homo sapiens (human)
endoplasmic reticulumProstaglandin G/H synthase 2Homo sapiens (human)
endoplasmic reticulum lumenProstaglandin G/H synthase 2Homo sapiens (human)
endoplasmic reticulum membraneProstaglandin G/H synthase 2Homo sapiens (human)
caveolaProstaglandin G/H synthase 2Homo sapiens (human)
neuron projectionProstaglandin G/H synthase 2Homo sapiens (human)
protein-containing complexProstaglandin G/H synthase 2Homo sapiens (human)
neuron projectionProstaglandin G/H synthase 2Homo sapiens (human)
cytoplasmProstaglandin G/H synthase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (74)

Assay IDTitleYearJournalArticle
AID160720In vitro inhibition of Prostaglandin G/H synthase from human polymorphs1988Journal of medicinal chemistry, Mar, Volume: 31, Issue:3
Acetohydroxamic acids as potent, selective, orally active 5-lipoxygenase inhibitors.
AID598669Inhibition of mPGES-1 in human IL-1beta-stimulated A549 cell microsomes assessed as reduction of PGE2 formation from PGH2 after 15 mins2011Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11
Identification of 2-mercaptohexanoic acids as dual inhibitors of 5-lipoxygenase and microsomal prostaglandin E₂ synthase-1.
AID1155592Inhibition of 5-LO-mediated 5,12-DiHETE formation in LPS-stimulated human monocytes preincubated for 15 mins before arachidonic acid substrate addition measured after 30 mins by UPLC-MS/MS analysis2014Journal of medicinal chemistry, Jul-10, Volume: 57, Issue:13
SAR studies on curcumin's pro-inflammatory targets: discovery of prenylated pyrazolocurcuminoids as potent and selective novel inhibitors of 5-lipoxygenase.
AID700992Inhibition of human recombinant 5-lipoxygenase-mediated product formation from arachidonic acid after 5 to 10 mins by HPLC analysis2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Discovery and biological evaluation of a novel class of dual microsomal prostaglandin E2 synthase-1/5-lipoxygenase inhibitors based on 2-[(4,6-diphenethoxypyrimidin-2-yl)thio]hexanoic acid.
AID592362Inhibition of 5-lipoxygenase in human polymorphonuclear leukocytes assessed as inhibition of LTB4 production preincubated for 15 mins measured after 10 mins by HPLC method2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
A class of 5-benzylidene-2-phenylthiazolinones with high potency as direct 5-lipoxygenase inhibitors.
AID412941Inhibition of PGES1 in human A549 cell microsome assessed as PGE2 formation at 10 uM by cell-free assay relative to control2008Journal of medicinal chemistry, Dec-25, Volume: 51, Issue:24
Pirinixic acid derivatives as novel dual inhibitors of microsomal prostaglandin E2 synthase-1 and 5-lipoxygenase.
AID598673Inhibition of human recombinant 5-lipoxygenase expressed in Escherichia coli BL21 assessed as enzyme product formation using arachidonic acid as substrate after 10 mins by RP-HPLC analysis2011Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11
Identification of 2-mercaptohexanoic acids as dual inhibitors of 5-lipoxygenase and microsomal prostaglandin E₂ synthase-1.
AID665659Inhibition of FLAP in A23187-stimulated human neutrophils assessed as 5-LO product formation at 10 uM preincubated for 15 mins measured after 10 mins relative to control2012Bioorganic & medicinal chemistry, Jun-15, Volume: 20, Issue:12
Identification of novel benzimidazole derivatives as inhibitors of leukotriene biosynthesis by virtual screening targeting 5-lipoxygenase-activating protein (FLAP).
AID701005Competitive inhibition of 5-lipoxygenase in A23187-stimulated human PMNL assessed as enzyme product formation preincubated up to 10 uM for 15 mins by RP-HPLC analysis in presence of 40 uM exogenous arachidonic acid2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Discovery and biological evaluation of a novel class of dual microsomal prostaglandin E2 synthase-1/5-lipoxygenase inhibitors based on 2-[(4,6-diphenethoxypyrimidin-2-yl)thio]hexanoic acid.
AID362900Inhibition of human recombinant 5-lipoxygenase expressed in Escherichia coli MV1190 assessed as suppression of A23187-induced product formation at 1 uM2008Journal of medicinal chemistry, Sep-11, Volume: 51, Issue:17
Novel and potent inhibitors of 5-lipoxygenase product synthesis based on the structure of pirinixic acid.
AID1065366Inhibition of 5-LO (unknown origin)2013European journal of medicinal chemistry, Sep, Volume: 67Discovery and biological evaluation of novel 1,4-benzoquinone and related resorcinol derivatives that inhibit 5-lipoxygenase.
AID76779Compound was tested for in vivo inhibition on gp antigen bronchospasm.1996Journal of medicinal chemistry, Jul-05, Volume: 39, Issue:14
Modulators of leukotriene biosynthesis and receptor activation.
AID700864Inhibition of mPGES-1 in human IL-1beta-stimulated A549 cell microsomes assessed as reduction of PGE2 formation from PGH2 after 15 mins by RP-HPLC analysis2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Discovery and biological evaluation of a novel class of dual microsomal prostaglandin E2 synthase-1/5-lipoxygenase inhibitors based on 2-[(4,6-diphenethoxypyrimidin-2-yl)thio]hexanoic acid.
AID592363Inhibition of 5-lipoxygenase in human polymorphonuclear leukocytes assessed as inhibition of (5(S)-hydroperoxy-6-trans-8,11,14-cis-eicosatetraenoic acid production preincubated for 15 mins measured after 10 mins by HPLC method2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
A class of 5-benzylidene-2-phenylthiazolinones with high potency as direct 5-lipoxygenase inhibitors.
AID412943Inhibition of 5-LO in human PMNL cells at 1 uM relative to control2008Journal of medicinal chemistry, Dec-25, Volume: 51, Issue:24
Pirinixic acid derivatives as novel dual inhibitors of microsomal prostaglandin E2 synthase-1 and 5-lipoxygenase.
AID1155573Inhibition of human recombinant 5-LO expressed in Escherichia coli Bl21 (DE3) using arachidonic acid as substrate preincubated for 10 mins measured after 10 mins by RP-HPLC analysis2014Journal of medicinal chemistry, Jul-10, Volume: 57, Issue:13
SAR studies on curcumin's pro-inflammatory targets: discovery of prenylated pyrazolocurcuminoids as potent and selective novel inhibitors of 5-lipoxygenase.
AID703844Inhibition of 5-lipoxygenase in A23187-stimulated human neutrophils assessed as inhibition of enzyme product formation by RP-HPLC analysis2012Journal of medicinal chemistry, Oct-25, Volume: 55, Issue:20
Modified acidic nonsteroidal anti-inflammatory drugs as dual inhibitors of mPGES-1 and 5-LOX.
AID1395141Inhibition of recombinant human 5-LO expressed in Escherichia coli BL21 incubated for 15 mins prior to prewarming for 30 secs followed by CaCl2+ and arachidonic acid addition and measured after 10 mins by RP-HPLC analysis2018European journal of medicinal chemistry, Apr-25, Volume: 150Identification of multi-target inhibitors of leukotriene and prostaglandin E
AID665660Inhibition of FLAP in A23187-stimulated human neutrophils assessed as 5-LO product formation preincubated for 15 mins measured after 10 mins2012Bioorganic & medicinal chemistry, Jun-15, Volume: 20, Issue:12
Identification of novel benzimidazole derivatives as inhibitors of leukotriene biosynthesis by virtual screening targeting 5-lipoxygenase-activating protein (FLAP).
AID6704In vitro inhibition of 5-lipoxygenase from human polymorphs1988Journal of medicinal chemistry, Mar, Volume: 31, Issue:3
Acetohydroxamic acids as potent, selective, orally active 5-lipoxygenase inhibitors.
AID1155577Aqueous stability of the compound in at 2 uM in 10 mM aqueous ammonium bicarbonate at pH 7.9 assessed as formation of trans-6-(4'-hydroxy-3'-methoxyphenyl)-2,4-dioxo-5-hexenal measured as residual amount of compound by reversed phase liquid chromatography2014Journal of medicinal chemistry, Jul-10, Volume: 57, Issue:13
SAR studies on curcumin's pro-inflammatory targets: discovery of prenylated pyrazolocurcuminoids as potent and selective novel inhibitors of 5-lipoxygenase.
AID267596Inhibition of 5-LOX in A-23187-stimulated PNML at 10 uM2006Journal of medicinal chemistry, Jul-13, Volume: 49, Issue:14
Design and synthesis of novel 2-amino-5-hydroxyindole derivatives that inhibit human 5-lipoxygenase.
AID166521Compound was tested for in vitro inhibition on broken human PMNL1996Journal of medicinal chemistry, Jul-05, Volume: 39, Issue:14
Modulators of leukotriene biosynthesis and receptor activation.
AID592364Inhibition of 5-lipoxygenase in S100 supernatant assessed as inhibition of LTB4 production preincubated for 15 mins measured after 10 mins by HPLC method2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
A class of 5-benzylidene-2-phenylthiazolinones with high potency as direct 5-lipoxygenase inhibitors.
AID362902Inhibition of human recombinant 5-lipoxygenase expressed in Escherichia coli MV1190 assessed as suppression of A23187-induced product formation2008Journal of medicinal chemistry, Sep-11, Volume: 51, Issue:17
Novel and potent inhibitors of 5-lipoxygenase product synthesis based on the structure of pirinixic acid.
AID596916Inhibition of human recombinant 5-LO in cell-free system assessed as inhibition of LTB4 production after 10 mins by RP-HPLC assay2011Journal of medicinal chemistry, May-12, Volume: 54, Issue:9
Pharmacophore modeling and virtual screening for novel acidic inhibitors of microsomal prostaglandin E₂ synthase-1 (mPGES-1).
AID703840Inhibition of mPGES-1 in human IL-1beta-stimulated A549 cell microsomes assessed as inhibition of PGE2 formation from PGH2 after 15 mins by RP-HPLC analysis2012Journal of medicinal chemistry, Oct-25, Volume: 55, Issue:20
Modified acidic nonsteroidal anti-inflammatory drugs as dual inhibitors of mPGES-1 and 5-LOX.
AID1155590Inhibition of 5-LO-mediated LTB4 formation in LPS-stimulated human monocytes preincubated for 15 mins before arachidonic acid substrate addition measured after 30 mins by UPLC-MS/MS analysis2014Journal of medicinal chemistry, Jul-10, Volume: 57, Issue:13
SAR studies on curcumin's pro-inflammatory targets: discovery of prenylated pyrazolocurcuminoids as potent and selective novel inhibitors of 5-lipoxygenase.
AID661904Inhibition of 5-lipoxygenase in human polynuclear leukocytes assessed as residual activity at 10 uM preincubated for 15 mins measured after 10 mins by HPLC analysis relative to control2012Bioorganic & medicinal chemistry, Jun-01, Volume: 20, Issue:11
Synthesis and biological evaluation of a class of 5-benzylidene-2-phenyl-thiazolinones as potent 5-lipoxygenase inhibitors.
AID598671Inhibition of 5-lipoxygenase in A23187-stimulated human PMNL assessed as enzyme product formation preincubated 15 mins by RP-HPLC analysis in presence of exogenous arachidonic acid2011Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11
Identification of 2-mercaptohexanoic acids as dual inhibitors of 5-lipoxygenase and microsomal prostaglandin E₂ synthase-1.
AID1155571Inhibition of mPGES1-mediated PGE2 production in microsomes of IL-1beta stimulated human A549 cells preincubated for 15 mins by RP-HPLC analysis2014Journal of medicinal chemistry, Jul-10, Volume: 57, Issue:13
SAR studies on curcumin's pro-inflammatory targets: discovery of prenylated pyrazolocurcuminoids as potent and selective novel inhibitors of 5-lipoxygenase.
AID596918Inhibition of 5-LO in human polymorphonuclear leukocytes assessed as inhibition of LTB4 production after 10 mins by RP-HPLC assay2011Journal of medicinal chemistry, May-12, Volume: 54, Issue:9
Pharmacophore modeling and virtual screening for novel acidic inhibitors of microsomal prostaglandin E₂ synthase-1 (mPGES-1).
AID413196Inhibition of 5-LO in PMNL cells2008Journal of medicinal chemistry, Dec-25, Volume: 51, Issue:24
Pirinixic acid derivatives as novel dual inhibitors of microsomal prostaglandin E2 synthase-1 and 5-lipoxygenase.
AID1184081Inhibition of 5-lipoxygenase in human PMNL using arachidonic acid as substrate assessed as residual activity preincubated at 0.08 uM for 15 mins before substrate addition measured after 10 mins2014European journal of medicinal chemistry, Sep-12, Volume: 84Multi-dimensional target profiling of N,4-diaryl-1,3-thiazole-2-amines as potent inhibitors of eicosanoid metabolism.
AID661906Cytotoxicity against human U937 cells assessed as cell viability after 48 hrs by WST-1 assay2012Bioorganic & medicinal chemistry, Jun-01, Volume: 20, Issue:11
Synthesis and biological evaluation of a class of 5-benzylidene-2-phenyl-thiazolinones as potent 5-lipoxygenase inhibitors.
AID362897Inhibition of 5-lipoxygenase in human intact polymorphonuclear leukocytes assessed as suppression of A23187-induced product formation at 1 uM2008Journal of medicinal chemistry, Sep-11, Volume: 51, Issue:17
Novel and potent inhibitors of 5-lipoxygenase product synthesis based on the structure of pirinixic acid.
AID650763Inhibition of 5-lipoxygenase in S100 cell free fraction of human polymorphonuclear leukocytes assessed as reduction in 5-LO product formation preincubated for 15 mins measured after 10 mins by HPLC analysis2012Bioorganic & medicinal chemistry letters, Mar-01, Volume: 22, Issue:5
SAR-study on a new class of imidazo[1,2-a]pyridine-based inhibitors of 5-lipoxygenase.
AID1184091Inhibition of partially purified recombinant 5-lipoxygenase (unknown origin) using arachidonic acid as substrate assessed as residual activity preincubated at 0.08 uM for 15 mins before substrate addition measured after 10 mins by HPLC analysis2014European journal of medicinal chemistry, Sep-12, Volume: 84Multi-dimensional target profiling of N,4-diaryl-1,3-thiazole-2-amines as potent inhibitors of eicosanoid metabolism.
AID92727Compound was tested for in vitro inhibition on rat whole blood.1996Journal of medicinal chemistry, Jul-05, Volume: 39, Issue:14
Modulators of leukotriene biosynthesis and receptor activation.
AID1155574Inhibition of 5-LO in human neutrophils using arachidonic acid as substrate preincubated for 15 mins measured after 10 mins by HPLC analysis2014Journal of medicinal chemistry, Jul-10, Volume: 57, Issue:13
SAR studies on curcumin's pro-inflammatory targets: discovery of prenylated pyrazolocurcuminoids as potent and selective novel inhibitors of 5-lipoxygenase.
AID412945Inhibition of human recombinant 5-LO expressed in Escherichia coli by cell-free assay2008Journal of medicinal chemistry, Dec-25, Volume: 51, Issue:24
Pirinixic acid derivatives as novel dual inhibitors of microsomal prostaglandin E2 synthase-1 and 5-lipoxygenase.
AID620275Inhibition of 5-Lipoxygenase in arachidonic acid-stimulated human neutrophils assessed as residual activity at 0.3 uM after 15 mins by HPLC analysis in presence of A231872011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Pyrazol-3-propanoic acid derivatives as novel inhibitors of leukotriene biosynthesis in human neutrophils.
AID650762Inhibition of 5-lipoxygenase in human polymorphonuclear leukocytes assessed as reduction in A23187 and AA-stimulated 5-LO product formation preincubated for 15 mins prior stimulation measured after 10 mins by HPLC analysis2012Bioorganic & medicinal chemistry letters, Mar-01, Volume: 22, Issue:5
SAR-study on a new class of imidazo[1,2-a]pyridine-based inhibitors of 5-lipoxygenase.
AID19135phase 1 oral half life at a dose 400 mg.1996Journal of medicinal chemistry, Jul-05, Volume: 39, Issue:14
Modulators of leukotriene biosynthesis and receptor activation.
AID1155591Inhibition of 5-LO-mediated 5-HETE formation in LPS-stimulated human monocytes preincubated for 15 mins before arachidonic acid substrate addition measured after 30 mins by UPLC-MS/MS analysis2014Journal of medicinal chemistry, Jul-10, Volume: 57, Issue:13
SAR studies on curcumin's pro-inflammatory targets: discovery of prenylated pyrazolocurcuminoids as potent and selective novel inhibitors of 5-lipoxygenase.
AID700862Inhibition of 5-lipoxygenase-mediated 5(S)-H(p)ETE formation in fMLP-stimulated human PMNL incubated 10 mins prior to fMLP challenge2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Discovery and biological evaluation of a novel class of dual microsomal prostaglandin E2 synthase-1/5-lipoxygenase inhibitors based on 2-[(4,6-diphenethoxypyrimidin-2-yl)thio]hexanoic acid.
AID661907Cytotoxicity against human U937 cells assessed as LDH leakage at 30 uM after 48 hrs by microplate reader assay relative to control2012Bioorganic & medicinal chemistry, Jun-01, Volume: 20, Issue:11
Synthesis and biological evaluation of a class of 5-benzylidene-2-phenyl-thiazolinones as potent 5-lipoxygenase inhibitors.
AID620277Inhibition of recombinant human 5-Lipoxygenase expressed in Escherichia coli lysate after 10 mins by HPLC analysis2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Pyrazol-3-propanoic acid derivatives as novel inhibitors of leukotriene biosynthesis in human neutrophils.
AID661902Inhibition of 5-lipoxygenase in human polynuclear leukocytes assessed as inhibition of A23187-stimulated 5-LO product formation preincubated for 15 mins measured after 10 mins by HPLC analysis2012Bioorganic & medicinal chemistry, Jun-01, Volume: 20, Issue:11
Synthesis and biological evaluation of a class of 5-benzylidene-2-phenyl-thiazolinones as potent 5-lipoxygenase inhibitors.
AID1155576Antioxidant activity assessed as DPPH free radical scavenging activity at 10 uM after 30 mins by UPLC-MS/MS analysis by spectrophotometric analysis2014Journal of medicinal chemistry, Jul-10, Volume: 57, Issue:13
SAR studies on curcumin's pro-inflammatory targets: discovery of prenylated pyrazolocurcuminoids as potent and selective novel inhibitors of 5-lipoxygenase.
AID578382Inhibition of 5-lipoxygenase in human PMNL2011Bioorganic & medicinal chemistry letters, Mar-01, Volume: 21, Issue:5
A novel class of dual mPGES-1/5-LO inhibitors based on the α-naphthyl pirinixic acid scaffold.
AID1902161Inhibition of 5-LO in human leucocytes by measuring FLAP-dependent 5-LOproduct LTB4 in presence of calcium ionophore A231872022European journal of medicinal chemistry, Mar-05, Volume: 231Novel potent benzimidazole-based microsomal prostaglandin E
AID413191Inhibition of human recombinant COX22008Journal of medicinal chemistry, Dec-25, Volume: 51, Issue:24
Pirinixic acid derivatives as novel dual inhibitors of microsomal prostaglandin E2 synthase-1 and 5-lipoxygenase.
AID620276Inhibition of recombinant human 5-Lipoxygenase expressed in Escherichia coli lysate assessed as residual activity at 0.3 uM after 10 mins by HPLC analysis2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Pyrazol-3-propanoic acid derivatives as novel inhibitors of leukotriene biosynthesis in human neutrophils.
AID701006Competitive inhibition of 5-lipoxygenase in A23187-stimulated human PMNL assessed as enzyme product formation preincubated up to 10 uM for 15 mins by RP-HPLC analysis in presence of 60 uM exogenous arachidonic acid2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Discovery and biological evaluation of a novel class of dual microsomal prostaglandin E2 synthase-1/5-lipoxygenase inhibitors based on 2-[(4,6-diphenethoxypyrimidin-2-yl)thio]hexanoic acid.
AID661905Inhibition of 5-lipoxygenase in cell free S100 freshly isolated human PMNL cells assessed as assessed as residual activity at 10 uM preincubated for 15 mins measured after 10 mins by HPLC analysis relative to control2012Bioorganic & medicinal chemistry, Jun-01, Volume: 20, Issue:11
Synthesis and biological evaluation of a class of 5-benzylidene-2-phenyl-thiazolinones as potent 5-lipoxygenase inhibitors.
AID1395149Inhibition of recombinant human 5-LO expressed in Escherichia coli BL21 at 0.3 uM incubated for 15 mins prior to prewarming for 30 secs followed by CaCl2+ and arachidonic acid addition and measured after 10 mins by RP-HPLC analysis2018European journal of medicinal chemistry, Apr-25, Volume: 150Identification of multi-target inhibitors of leukotriene and prostaglandin E
AID3628The compound was tested for inhibitory activity against 5-Lipoxygenase in human polymorphonuclear leukocytes[PMNS]1992Journal of medicinal chemistry, Jul-10, Volume: 35, Issue:14
5-lipoxygenase: properties, pharmacology, and the quinolinyl(bridged)aryl class of inhibitors.
AID596921Inhibition of human recombinant 5-LO in cell-free system assessed as inhibition of LTB4 production at 0.3 uM after 10 mins by RP-HPLC assay2011Journal of medicinal chemistry, May-12, Volume: 54, Issue:9
Pharmacophore modeling and virtual screening for novel acidic inhibitors of microsomal prostaglandin E₂ synthase-1 (mPGES-1).
AID592365Inhibition of 5-lipoxygenase in S100 supernatant assessed as inhibition of (5(S)-hydroperoxy-6-trans-8,11,14-cis-eicosatetraenoic acid production preincubated for 15 mins measured after 10 mins by HPLC method2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
A class of 5-benzylidene-2-phenylthiazolinones with high potency as direct 5-lipoxygenase inhibitors.
AID160514Compound was tested for in vitro inhibition on human PMNL.1996Journal of medicinal chemistry, Jul-05, Volume: 39, Issue:14
Modulators of leukotriene biosynthesis and receptor activation.
AID665661Inhibition of human FLAP in cell-free system assessed as inhibition of 5-LO product formation at 10 uM preincubated for 15 mins measured after 10 mins relative to control2012Bioorganic & medicinal chemistry, Jun-15, Volume: 20, Issue:12
Identification of novel benzimidazole derivatives as inhibitors of leukotriene biosynthesis by virtual screening targeting 5-lipoxygenase-activating protein (FLAP).
AID160661Compound was tested for in vivo inhibition on rat PMNL.1996Journal of medicinal chemistry, Jul-05, Volume: 39, Issue:14
Modulators of leukotriene biosynthesis and receptor activation.
AID661903Inhibition of 5-lipoxygenase in cell free S100 freshly isolated human PMNL cells assessed as inhibition of A23187-stimulated 5-LO product formation preincubated for 15 mins measured after 10 mins by HPLC analysis2012Bioorganic & medicinal chemistry, Jun-01, Volume: 20, Issue:11
Synthesis and biological evaluation of a class of 5-benzylidene-2-phenyl-thiazolinones as potent 5-lipoxygenase inhibitors.
AID267597Inhibition of 5-LOX at 10 uM2006Journal of medicinal chemistry, Jul-13, Volume: 49, Issue:14
Design and synthesis of novel 2-amino-5-hydroxyindole derivatives that inhibit human 5-lipoxygenase.
AID620273Inhibition of 5-Lipoxygenase in arachidonic acid-stimulated human neutrophils after 15 mins by HPLC analysis in presence of A231872011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Pyrazol-3-propanoic acid derivatives as novel inhibitors of leukotriene biosynthesis in human neutrophils.
AID596922Inhibition of 5-LO in human polymorphonuclear leukocytes assessed as inhibition of LTB4 production at 0.3 uM after 10 mins by RP-HPLC assay2011Journal of medicinal chemistry, May-12, Volume: 54, Issue:9
Pharmacophore modeling and virtual screening for novel acidic inhibitors of microsomal prostaglandin E₂ synthase-1 (mPGES-1).
AID412948Inhibition of ovine COX12008Journal of medicinal chemistry, Dec-25, Volume: 51, Issue:24
Pirinixic acid derivatives as novel dual inhibitors of microsomal prostaglandin E2 synthase-1 and 5-lipoxygenase.
AID701003Competitive inhibition of 5-lipoxygenase in A23187-stimulated human PMNL assessed as enzyme product formation preincubated up to 10 uM for 15 mins by RP-HPLC analysis2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Discovery and biological evaluation of a novel class of dual microsomal prostaglandin E2 synthase-1/5-lipoxygenase inhibitors based on 2-[(4,6-diphenethoxypyrimidin-2-yl)thio]hexanoic acid.
AID701004Competitive inhibition of 5-lipoxygenase in A23187-stimulated human PMNL assessed as enzyme product formation preincubated up to 10 uM for 15 mins by RP-HPLC analysis in presence of 20 uM exogenous arachidonic acid2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Discovery and biological evaluation of a novel class of dual microsomal prostaglandin E2 synthase-1/5-lipoxygenase inhibitors based on 2-[(4,6-diphenethoxypyrimidin-2-yl)thio]hexanoic acid.
AID1065367Inhibition of 5-LO (unknown origin) by cell based assay2013European journal of medicinal chemistry, Sep, Volume: 67Discovery and biological evaluation of novel 1,4-benzoquinone and related resorcinol derivatives that inhibit 5-lipoxygenase.
AID1802511Colorimetric 5-LO Assay from Article 10.1002/cbic.201600636: \\Reverse Biosynthesis: Generating Combinatorial Pools of Drug Leads from Enzyme-Mediated Fragmentation of Natural Products.\\2017Chembiochem : a European journal of chemical biology, 02-16, Volume: 18, Issue:4
Reverse Biosynthesis: Generating Combinatorial Pools of Drug Leads from Enzyme-Mediated Fragmentation of Natural Products.
AID1798445Determination of 5-LO Product Formation in Cell-Free Systems (IC50). from Article 10.1021/jm800588x: \\Novel and potent inhibitors of 5-lipoxygenase product synthesis based on the structure of pirinixic acid.\\2008Journal of medicinal chemistry, Sep-11, Volume: 51, Issue:17
Novel and potent inhibitors of 5-lipoxygenase product synthesis based on the structure of pirinixic acid.
AID1798179Enzyme Inhibition Assay from Article 10.1021/jm050801i: \\Design and synthesis of novel 2-amino-5-hydroxyindole derivatives that inhibit human 5-lipoxygenase.\\2006Journal of medicinal chemistry, Jul-13, Volume: 49, Issue:14
Design and synthesis of novel 2-amino-5-hydroxyindole derivatives that inhibit human 5-lipoxygenase.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (71)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (5.63)18.7374
1990's41 (57.75)18.2507
2000's10 (14.08)29.6817
2010's15 (21.13)24.3611
2020's1 (1.41)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 (%)
Trials0 (0.00%)5.53%
Reviews2 (2.70%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other72 (97.30%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]