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Details

Stereochemistry ACHIRAL
Molecular Formula C20H31O2.Na
Molecular Weight 326.4487
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 4
Charge 0

SHOW SMILES / InChI
Structure of ARACHIDONIC ACID, SODIUM SALT

SMILES

[Na+].CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC([O-])=O

InChI

InChIKey=DDMGAAYEUNWXSI-XVSDJDOKSA-M
InChI=1S/C20H32O2.Na/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);/q;+1/p-1/b7-6-,10-9-,13-12-,16-15-;

HIDE SMILES / InChI

Molecular Formula C20H31O2
Molecular Weight 303.4589
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 4
Optical Activity NONE

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Characterization of arachidonic acid-induced apoptosis.
1999
Specificity of endogenous fatty acid release during tumor necrosis factor-induced apoptosis in WEHI 164 fibrosarcoma cells.
1999 Dec
Targeted disruption of the leukotriene B(4) receptor in mice reveals its role in inflammation and platelet-activating factor-induced anaphylaxis.
2000 Aug 7
Effect of endogenous and exogenous prostaglandin E(2) on interleukin-1 beta-induced cyclooxygenase-2 expression in human airway smooth-muscle cells.
2000 Dec
Pyridoxal-phosphate-6-azophenyl-2',4'-disulfonate (PPADS), a putative P2Y(1) receptor antagonist, blocks signaling at a site distal to the receptor in Madin-Darby canine kidney-D(1) cells.
2000 Jan
5-lipoxygenase is phosphorylated by p38 kinase-dependent MAPKAP kinases.
2000 May 9
Prostaglandin levels in stimulated macrophages are controlled by phospholipase A2-activating protein and by activation of phospholipase C and D.
2001 Feb 23
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
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
Vasopressin-stimulated Ca2+ spiking in vascular smooth muscle cells involves phospholipase D.
2001 Jun
Stimulative effect of cadmium on prostaglandin E2 production in primary mouse osteoblastic cells.
2001 Mar
The role of endogenous human Trp4 in regulating carbachol-induced calcium oscillations in HEK-293 cells.
2002 Apr 19
A comparative study of the antipyretic effects of indomethacin and dipyrone in rats.
2002 Jan
LTRPC2 Ca2+-permeable channel activated by changes in redox status confers susceptibility to cell death.
2002 Jan
Antioxidant and pro-oxidant effects of a manganese porphyrin complex against CYP2E1-dependent toxicity.
2002 Jul 1
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
PPARbeta regulates vitamin A metabolism-related gene expression in hepatic stellate cells undergoing activation.
2003 Feb
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
Role of cytochrome P450-dependent arachidonic acid metabolites in liver physiology and pathophysiology.
2003 Oct
Relationship of arachidonic acid concentration to cyclooxygenase-dependent human platelet aggregation.
2003 Sep
The ingestion of Ginkgo biloba extract (EGb 761) inhibits arachidonic acid-mediated platelet aggregation and thromboxane B2 production in healthy volunteers.
2004
Metabolism of retinoids and arachidonic acid by human and mouse cytochrome P450 1b1.
2004 Aug
Preferential inhibition of paraoxonase activity of human paraoxonase 1 by negatively charged lipids.
2004 Dec
Effects of dietary supplementation with arachidonic acid on platelet and renal function in patients with cirrhosis.
2004 Jan
Platelet inhibition by aspirin is diminished in patients during carotid surgery: a form of transient aspirin resistance?
2004 Jul
Glucuronidation of oxidized fatty acids and prostaglandins B1 and E2 by human hepatic and recombinant UDP-glucuronosyltransferases.
2004 Sep
Regulation and inhibition of arachidonic acid omega-hydroxylases and 20-HETE formation.
2005
Enhanced antiplatelet effect of clopidogrel in patients whose platelets are least inhibited by aspirin: a randomized crossover trial.
2005 Dec
Cloning, expression, and functional characterization of human cyclooxygenase-1 splicing variants: evidence for intron 1 retention.
2005 Dec
Arachidonic acid, an omega-6 fatty acid, induces cytoplasmic phospholipase A2 in prostate carcinoma cells.
2005 Sep
Mechanism of induction of muscle protein degradation by angiotensin II.
2006 Jul
Cytoglobin overexpression protects against damage-induced fibrosis.
2006 Jun
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
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:43:55 GMT 2023
Edited
by admin
on Sat Dec 16 08:43:55 GMT 2023
Record UNII
SGR9XN5UVM
Record Status Validated (UNII)
Record Version
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Name Type Language
ARACHIDONIC ACID, SODIUM SALT
Common Name English
5,8,11,14-EICOSATETRAENOIC ACID, SODIUM SALT, (ALL-Z)-
Common Name English
Code System Code Type Description
FDA UNII
SGR9XN5UVM
Created by admin on Sat Dec 16 08:43:56 GMT 2023 , Edited by admin on Sat Dec 16 08:43:56 GMT 2023
PRIMARY
EPA CompTox
DTXSID001047683
Created by admin on Sat Dec 16 08:43:56 GMT 2023 , Edited by admin on Sat Dec 16 08:43:56 GMT 2023
PRIMARY
PUBCHEM
23675453
Created by admin on Sat Dec 16 08:43:56 GMT 2023 , Edited by admin on Sat Dec 16 08:43:56 GMT 2023
PRIMARY
CAS
6610-25-9
Created by admin on Sat Dec 16 08:43:56 GMT 2023 , Edited by admin on Sat Dec 16 08:43:56 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE