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A4425

Arachidonic acid sodium salt

Name: Arachidonic acid sodium salt
Brand: SIGMA

from Porcine liver, ≥90% (GC), waxy solid

Synonym(s):

5,8,11,14-Eicosatetraenoic acid, Eicosa-5Z,8Z,11Z,14Z-tetraenoic acid, Sodium arachidonate, cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic acid sodium salt, 20:4

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₃₁O₂Na

CAS Number:

6610-25-9

Molecular Weight:

326.45

UNSPSC Code:

12352211

PubChem Substance ID:

24890863

MDL number:

MFCD00065458

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biological source

Porcine liver

assay

≥90% (GC)

form

waxy solid

solubility

methanol: 50 mg/mL, clear, colorless to faintly yellow

functional group

carboxylic acid

shipped in

ambient

storage temp.

−20°C

SMILES string

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

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-;

InChI key

DDMGAAYEUNWXSI-XVSDJDOKSA-M

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Disclaimer

The sodium salts of arachidonic acid are very sensitive to oxidation and will turn yellow and deteriorate rapidly in air. They are packaged under vacuum in sealed ampules. Once opened the product must be used quickly or transferred into an inert atmosphere (dry argon) as soon as possible.

supp_hazards

EUH019

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Genetics of chronic rhinosinusitis: state of the field and directions forward.

Joy Hsu et al.

The Journal of allergy and clinical immunology, 131(4), 977-993 (2013-04-02)

The cause of chronic rhinosinusitis (CRS) remains unclear. Study of the genetic susceptibility to CRS might be a valuable strategy to understand the pathogenesis of this burdensome disorder. The purpose of this review is to critically evaluate the current literature

A phosphatidylinositol species acutely generated by activated macrophages regulates innate immune responses.

Luis Gil-de-Gómez et al.

Journal of immunology (Baltimore, Md. : 1950), 190(10), 5169-5177 (2013-04-10)

Activation of macrophages with stimuli of the innate immune response results in the intense remodeling of arachidonate-containing phospholipids, leading to the mobilization of large quantities of this fatty acid for conversion into biologically active eicosanoids. As a consequence of this

[The antiaggregant action of 2-morpholino-5-(thienyl-2)-6-H-1,3,4-thiadiazine in in vitro and ex vivo experiments].

Iu S Logvinova et al.

Eksperimental'naia i klinicheskaia farmakologiia, 76(2), 13-16 (2013-05-02)

The influence of 2-morpholino-5-(thienyl-2)-6-H-1,3,4-thiadiazine (H-29) on the platelet aggregation has been studied in experiments on donor plasma in vitro. It is established that H-29 causes a decrease in the platelet interaction induced by ADP and arachidonic acid. The influence of

Selective inhibition of human group IIA-secreted phospholipase A2 (hGIIA) signaling reveals arachidonic acid metabolism is associated with colocalization of hGIIA to vimentin in rheumatoid synoviocytes.

Lawrence K Lee et al.

The Journal of biological chemistry, 288(21), 15269-15279 (2013-03-14)

Human group IIA secreted phospholipase A2 (hGIIA) promotes tumor growth and inflammation and can act independently of its well described catalytic lipase activity via an alternative poorly understood signaling pathway. With six chemically diverse inhibitors we show that it is

Fatty acid receptor Gpr40 mediates neuromicrovascular degeneration induced by transarachidonic acids in rodents.

Jean-Claude Honoré et al.

Arteriosclerosis, thrombosis, and vascular biology, 33(5), 954-961 (2013-03-23)

Nitro-oxidative stress exerts a significant role in the genesis of hypoxic-ischemic (HI) brain injury. We previously reported that the ω-6 long chain fatty acids, transarachidonic acids (TAAs), which are nitrative stress-induced nonenzymatically generated arachidonic acid derivatives, trigger selective microvascular endothelial

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