Details
Stereochemistry | ACHIRAL |
Molecular Formula | C20H32O2 |
Molecular Weight | 304.4676 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 4 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCC/C(/[H])=C(/[H])\C/C(/[H])=C(/[H])\C/C(/[H])=C(/[H])\C/C(/[H])=C(/[H])\CCCC(=O)O
InChI
InChIKey=YZXBAPSDXZZRGB-DOFZRALJSA-N
InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-
Molecular Formula | C20H32O2 |
Molecular Weight | 304.4676 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 4 |
Optical Activity | NONE |
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL239 |
1.2 µM [IC50] | ||
Target ID: CHEMBL235 |
1.6 µM [IC50] | ||
Target ID: CHEMBL3979 |
3.1 µM [IC50] | ||
Target ID: CHEMBL1697668 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23571415 |
602.56 nM [IC50] | ||
Target ID: CHEMBL1743121 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23571415 |
1071.0 nM [IC50] | ||
Target ID: CHEMBL2083 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12036355 |
180.0 nM [Kd] | ||
Target ID: CHEMBL230 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12444669 |
PubMed
Title | Date | PubMed |
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Butylated hydroxyanisole specifically inhibits tumor necrosis factor-induced cytotoxicity and growth enhancement. | 1992 Jul |
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Antiallergic effects of H1-receptor antagonists. | 2000 |
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Targeted disruption of the leukotriene B(4) receptor in mice reveals its role in inflammation and platelet-activating factor-induced anaphylaxis. | 2000 Aug 7 |
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Effect of endogenous and exogenous prostaglandin E(2) on interleukin-1 beta-induced cyclooxygenase-2 expression in human airway smooth-muscle cells. | 2000 Dec |
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Prostaglandin levels in stimulated macrophages are controlled by phospholipase A2-activating protein and by activation of phospholipase C and D. | 2001 Feb 23 |
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The ligands/activators for peroxisome proliferator-activated receptor alpha (PPARalpha) and PPARgamma increase Cu2+,Zn2+-superoxide dismutase and decrease p22phox message expressions in primary endothelial cells. | 2001 Jan |
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Evidence for the presence of phospholipid hydroperoxide glutathione peroxidase in human platelets: implications for its involvement in the regulatory network of the 12-lipoxygenase pathway of arachidonic acid metabolism. | 2001 Jan 1 |
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Discovery of gemifloxacin (Factive, LB20304a): a quinolone of a new generation. | 2001 Jan-Feb |
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Mechanisms of regulation of agonist efficacy at the 5-HT(1A) receptor by phospholipid-derived signaling components. | 2001 Jun |
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Direct activation of an inwardly rectifying potassium channel by arachidonic acid. | 2001 May |
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Arachidonic acid-induced inhibition of Ca2+ channel currents in retinal glial (Müller) cells. | 2001 Nov |
|
p38 MAP kinase mediates stress-induced leukotriene synthesis in a human B-lymphocyte cell line. | 2001 Nov |
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A comparative study of the antipyretic effects of indomethacin and dipyrone in rats. | 2002 Jan |
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Cytosolic phospholipase A2 (cPLA2) regulation of human monocyte NADPH oxidase activity. cPLA2 affects translocation but not phosphorylation of p67(phox) and p47(phox). | 2002 Jul 12 |
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Involvement of CYP2J2 on the intestinal first-pass metabolism of antihistamine drug, astemizole. | 2002 Nov |
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On the interaction of specific prostaglandin H synthase-2 inhibitors with prostaglandin H synthase-1. | 2002 Oct 25 |
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Aldehyde dehydrogenase 3 expression is decreased by clofibrate via PPAR gamma induction in JM2 rat hepatoma cell line. | 2003 Feb 1 |
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Relationship of arachidonic acid concentration to cyclooxygenase-dependent human platelet aggregation. | 2003 Sep |
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Effects of d-003, a new substance purified from sugar cane wax, on platelet aggregation and plasma levels of arachidonic acid metabolites in healthy volunteers. | 2004 |
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2-Arachidonoylglycerol, an endogenous cannabinoid receptor ligand, induces accelerated production of chemokines in HL-60 cells. | 2004 Apr |
|
Polyunsaturated fatty acids are FXR ligands and differentially regulate expression of FXR targets. | 2004 Aug |
|
In vivo and in vitro anti-inflammatory activity of Mangifera indica L. extract (VIMANG). | 2004 Aug |
|
The effect of isoniazid on CYP2E1- and CYP4A-mediated hydroxylation of arachidonic acid in the rat liver and kidney. | 2004 Jul |
|
Enhanced antiplatelet effect of clopidogrel in patients whose platelets are least inhibited by aspirin: a randomized crossover trial. | 2005 Dec |
|
Increase in heme oxygenase-1 levels ameliorates renovascular hypertension. | 2005 Dec |
|
Cloning, expression, and functional characterization of human cyclooxygenase-1 splicing variants: evidence for intron 1 retention. | 2005 Dec |
|
Fenamates and diltiazem modulate lipid-sensitive mechano-gated 2P domain K(+) channels. | 2005 Dec |
|
A Thrombelastograph whole blood assay for clinical monitoring of NSAID-insensitive transcellular platelet activation by arachidonic acid. | 2005 Jul |
|
Specificity of receptor-ligand interactions and their effect on dimerisation as observed by electrospray mass spectrometry: bile acids form stable adducts to the RXRalpha. | 2005 Nov |
|
Late-gestation rat myometrial cells express multiple isoforms of phospholipase A2 that mediate PCB 50-induced release of arachidonic acid with coincident prostaglandin production. | 2005 Nov |
|
Vasoactive prostanoids are generated from arachidonic acid by COX-1 and COX-2 in the mouse. | 2005 Oct |
|
Unsaturated fatty acids phosphorylate and destabilize ABCA1 through a phospholipase D2 pathway. | 2005 Oct 28 |
|
How dietary arachidonic- and docosahexaenoic- acid rich oils differentially affect the murine hepatic transcriptome. | 2006 Apr 20 |
|
Effect of enteric coating on antiplatelet activity of low-dose aspirin in healthy volunteers. | 2006 Aug |
|
Induction of CYP1A and cyp2-mediated arachidonic acid epoxygenation and suppression of 20-hydroxyeicosatetraenoic acid by imidazole derivatives including the aromatase inhibitor vorozole. | 2006 Aug |
|
Nongenomic action of progesterone inhibits oxytocin-induced phosphoinositide hydrolysis and prostaglandin F2alpha secretion in the ovine endometrium. | 2006 Feb |
|
Nitric oxide alters arachidonic acid turnover in brain cortex synaptoneurosomes. | 2006 Jan |
|
[Metabolites of arachidonic acid in activating platelets and their estimation by radionuclide techniques]. | 2006 Jan-Apr |
|
Formation of Nepsilon-(succinyl)lysine in vivo: a novel marker for docosahexaenoic acid-derived protein modification. | 2006 Jul |
|
Mechanism of induction of muscle protein degradation by angiotensin II. | 2006 Jul |
|
Protective effects of a standard extract of Mangifera indica L. (VIMANG) against mouse ear edemas and its inhibition of eicosanoid production in J774 murine macrophages. | 2006 Jun |
|
Cytoglobin overexpression protects against damage-induced fibrosis. | 2006 Jun |
|
Residual arachidonic acid-induced platelet activation via an adenosine diphosphate-dependent but cyclooxygenase-1- and cyclooxygenase-2-independent pathway: a 700-patient study of aspirin resistance. | 2006 Jun 27 |
|
High post-treatment platelet reactivity identified low-responders to dual antiplatelet therapy at increased risk of recurrent cardiovascular events after stenting for acute coronary syndrome. | 2006 Mar |
|
Reduced blood platelet sensitivity to aspirin in coronary artery disease: are dyslipidaemia and inflammatory states possible factors predisposing to sub-optimal platelet response to aspirin? | 2006 May |
|
PPARalpha activators and fasting induce the expression of adipose differentiation-related protein in liver. | 2006 May |
|
Metabolites of arachidonic acid in activating platelets and their estimation by radionuclide techniques. | 2006 May-Aug |
|
The inhibitory effect of polyunsaturated fatty acids on human CYP enzymes. | 2006 Nov 25 |
|
Arachidonic acid-induced gene expression in colon cancer cells. | 2006 Oct |
|
Unsaturated fatty acids suppress the expression of the ATP-binding cassette transporter G1 (ABCG1) and ABCA1 genes via an LXR/RXR responsive element. | 2007 Mar |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Jun 25 23:03:38 UTC 2021
by
admin
on
Fri Jun 25 23:03:38 UTC 2021
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Record UNII |
27YG812J1I
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Record Status |
Validated (UNII)
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Record Version |
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-
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Name | Type | Language | ||
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Official Name | English | ||
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Common Name | English | ||
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Systematic Name | English | ||
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Common Name | English | ||
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Common Name | English | ||
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Common Name | English | ||
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Common Name | English | ||
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Common Name | English |
Classification Tree | Code System | Code | ||
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DSLD |
1467 (Number of products:46)
Created by
admin on Fri Jun 25 23:03:38 UTC 2021 , Edited by admin on Fri Jun 25 23:03:38 UTC 2021
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NCI_THESAURUS |
C2563
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LOINC |
90915-0
Created by
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NCI_THESAURUS |
C68357
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LOINC |
88994-9
Created by
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LOINC |
1889-5
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LOINC |
90909-3
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LOINC |
88996-4
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LOINC |
90916-8
Created by
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LOINC |
35168-4
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LOINC |
35411-8
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LOINC |
75110-7
Created by
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Code System | Code | Type | Description | ||
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208-033-4
Created by
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PRIMARY | |||
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1368625
Created by
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ALTERNATIVE | |||
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D016718
Created by
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PRIMARY | |||
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C282
Created by
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PRIMARY | |||
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506-32-1
Created by
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PRIMARY | |||
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444899
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PRIMARY | |||
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DB04557
Created by
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PRIMARY | |||
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ARACHIDONIC ACID
Created by
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PRIMARY | |||
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1368624
Created by
admin on Fri Jun 25 23:03:38 UTC 2021 , Edited by admin on Fri Jun 25 23:03:38 UTC 2021
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PRIMARY | RxNorm | ||
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M2024
Created by
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PRIMARY | Merck Index | ||
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506-32-1
Created by
admin on Fri Jun 25 23:03:38 UTC 2021 , Edited by admin on Fri Jun 25 23:03:38 UTC 2021
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PRIMARY | |||
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27YG812J1I
Created by
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PRIMARY | |||
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SUB21901
Created by
admin on Fri Jun 25 23:03:38 UTC 2021 , Edited by admin on Fri Jun 25 23:03:38 UTC 2021
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PRIMARY |
Related Record | Type | Details | ||
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LIPID -> FATTY ACID |
Durkee Industrial Foods, Cleveland, Ohio(average value).
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SALT/SOLVATE -> PARENT | |||
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METABOLIC ENZYME -> SUBSTRATE |