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Details

Stereochemistry ACHIRAL
Molecular Formula C20H32O2
Molecular Weight 304.4669
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 4
Charge 0

SHOW SMILES / InChI
Structure of ARACHIDONIC ACID

SMILES

CCCCC\C=C/C\C=C/C\C=C/C\C=C/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-

HIDE SMILES / InChI

Molecular Formula C20H32O2
Molecular Weight 304.4669
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 4
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Nicotine depresses the functions of multiple cardiac potassium channels.
1999
Characterization of arachidonic acid-induced apoptosis.
1999
Discovery of gemifloxacin (Factive, LB20304a): a quinolone of a new generation.
2001 Jan-Feb
Direct activation of an inwardly rectifying potassium channel by arachidonic acid.
2001 May
Arachidonic acid-induced inhibition of Ca2+ channel currents in retinal glial (Müller) cells.
2001 Nov
The role of endogenous human Trp4 in regulating carbachol-induced calcium oscillations in HEK-293 cells.
2002 Apr 19
LTRPC2 Ca2+-permeable channel activated by changes in redox status confers susceptibility to cell death.
2002 Jan
Induction of MnSOD gene by arachidonic acid is mediated by reactive oxygen species and p38 MAPK signaling pathway in human HepG2 hepatoma cells.
2002 Jun 1
Leukotriene B4 production in human mononuclear phagocytes is modulated by interleukin-4-induced 15-lipoxygenase.
2002 Mar
Metallothionein 2A induction by zinc protects HEPG2 cells against CYP2E1-dependent toxicity.
2003 Feb 15
Genetic variation in cyclooxygenase 1: effects on response to aspirin.
2003 Jan
Eugenol suppresses cyclooxygenase-2 expression in lipopolysaccharide-stimulated mouse macrophage RAW264.7 cells.
2003 Jun 6
Effect of the lipid peroxidation product acrolein on tau phosphorylation in neural cells.
2003 Mar 15
Regulation of selenoprotein GPx4 expression and activity in human endothelial cells by fatty acids, cytokines and antioxidants.
2003 Nov
The ingestion of Ginkgo biloba extract (EGb 761) inhibits arachidonic acid-mediated platelet aggregation and thromboxane B2 production in healthy volunteers.
2004
In vivo and in vitro anti-inflammatory activity of Mangifera indica L. extract (VIMANG).
2004 Aug
Heme oxygenase-1 protects HepG2 cells against cytochrome P450 2E1-dependent toxicity.
2004 Feb 1
The effect of isoniazid on CYP2E1- and CYP4A-mediated hydroxylation of arachidonic acid in the rat liver and kidney.
2004 Jul
Noxious cold ion channel TRPA1 is activated by pungent compounds and bradykinin.
2004 Mar 25
Regulation and inhibition of arachidonic acid omega-hydroxylases and 20-HETE formation.
2005
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
Vasoactive prostanoids are generated from arachidonic acid by COX-1 and COX-2 in the mouse.
2005 Oct
Arachidonic acid, an omega-6 fatty acid, induces cytoplasmic phospholipase A2 in prostate carcinoma cells.
2005 Sep
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
[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
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 Wed Jul 05 22:48:58 UTC 2023
Edited
by admin
on Wed Jul 05 22:48:58 UTC 2023
Record UNII
27YG812J1I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ARACHIDONIC ACID
INCI   MART.   MI   WHO-DD  
INCI  
Official Name English
ARACHIDONIC ACID [INCI]
Common Name English
(5Z,8Z,11Z,14Z)-5,8,11,14-EICOSATETRAENOIC ACID
Systematic Name English
ARACHIDONIC ACID [MART.]
Common Name English
ARACHIDONATE
Common Name English
ARACHIDONIC ACID [MI]
Common Name English
Arachidonic acid [WHO-DD]
Common Name English
ARA
Common Name English
Classification Tree Code System Code
DSLD 1467 (Number of products:46)
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
NCI_THESAURUS C2563
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
LOINC 90915-0
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
NCI_THESAURUS C68357
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
LOINC 88994-9
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
LOINC 1889-5
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
LOINC 90909-3
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
LOINC 88996-4
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
LOINC 90916-8
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
LOINC 35168-4
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
LOINC 35411-8
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
LOINC 75110-7
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
Code System Code Type Description
CHEBI
15843
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
DAILYMED
27YG812J1I
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
CHEBI
36306
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
ECHA (EC/EINECS)
208-033-4
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
RXCUI
1368625
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
ALTERNATIVE
MESH
D016718
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
NCI_THESAURUS
C282
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
SMS_ID
100000088503
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
EPA CompTox
DTXSID4040420
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
PUBCHEM
444899
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
DRUG BANK
DB04557
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
WIKIPEDIA
ARACHIDONIC ACID
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
RXCUI
1368624
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY RxNorm
MERCK INDEX
M2024
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY Merck Index
CAS
506-32-1
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
FDA UNII
27YG812J1I
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
EVMPD
SUB21901
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
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