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A4425

Sigma-Aldrich

Arachidonic acid sodium salt

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
MDL number:
MFCD00065458
UNSPSC Code:
12352211
PubChem Substance ID:
24890863

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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Caution

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_germany

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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Certificates of Analysis (COA)

Lot/Batch Number
SLBF6125V
SLBC0089V
091M5203V
091M5203
110M5202

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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
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
L P Zhang et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 304(9), R702-R711 (2013-03-01)
The present study investigated transient receptor potential vanilloid type 4 (TRPV4) ion channels in pancreatic stellate cells (PSCs) isolated from rats with high-fat and alcohol diet (HFA)-induced chronic pancreatitis. TRPV4 is a calcium-permeable nonselective ion channel responsive to osmotic changes
L Bonilla et al.
Archives of biochemistry and biophysics, 533(1-2), 55-61 (2013-03-19)
Platelet activation represents a key event in normal hemostasis as well as during platelet plug formation related to thrombosis. Nitro-fatty acids are novel endogenously produced signaling mediators exerting pluripotent anti-inflammatory actions in cells and tissues. We have recently shown that
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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