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Key Documents

A3631

Sigma-Aldrich

Arachidic acid

≥99%

Synonym(s):

Arachic acid, Arachidinic acid, Eicosanoic acid, Icosanoic acid, NSC 93983

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About This Item

Linear Formula:
CH3(CH2)18COOH
CAS Number:
Molecular Weight:
312.53
Beilstein:
1788211
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

Assay

≥99%

form

crystalline powder

technique(s)

HPLC: suitable

mp

74-76 °C (lit.)

functional group

carboxylic acid

lipid type

omega FAs

shipped in

ambient

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCCCCCCCCC(O)=O

InChI

1S/C20H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-19H2,1H3,(H,21,22)

InChI key

VKOBVWXKNCXXDE-UHFFFAOYSA-N

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Application

Arachidic acid has been used as a fatty acid standard to optimize a sensitive high-performauce liquid chromatography (HPLC) method to analyse fatty acid (FA) for the quantification of polyunsaturated FAs (PUFAs) in cell lipid extracts.

Biochem/physiol Actions

Arachidic acid is a saturated fatty acid with a 20 carbon chain. Arachidic acid occurs naturally in fish and vegetable oils. Diets rich in saturated fats like arachidic acid are associated with increased levels of serum low density lipoproteins.

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

nwg

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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ATTY ACIDS| Properties
Encyclopedia of food sciences and nutrition (2003)
Lipids in blood-brain barrier models in vitro I: thin-layer chromatography and high-performance liquid chromatography for the analysis of lipid classes and long-chain polyunsaturated fatty acids
Kraamer SD, et al.
In Vitro Cellular & Developmental Biology. Animal, 38(10), 557-565 (2002)
Ubonvan Termsarasab et al.
Colloids and surfaces. B, Biointerfaces, 109, 280-286 (2013-05-15)
Arachidyl chitosan (chitosan oligosaccharide-arachidic acid; CSOAA)-based self-assembled nanoprobes for magnetic resonance imaging (MRI) of neoplastic lesions was developed and evaluated in vitro. Diethylenetriaminepentaacetic dianhydride (DTPA) was conjugated to chitosan oligosaccharide (CSO) and Gd(3+) was chelated to the resulting ligand. DTPA
Detection of unusual very-long-chain fatty acid and ether lipid derivatives in the fibroblasts and plasma of patients with peroxisomal diseases using liquid chromatography-mass spectrometry
Takashima S, et al.
Molecular Genetics and Metabolism, 120(3), 255-268 (2017)
Gillian Groeger et al.
Journal of neurochemistry, 109(5), 1544-1554 (2009-04-07)
Reactive oxygen species (ROS) have traditionally been viewed as a toxic group of molecules; however, recent publications have shown that these molecules, including H(2)O(2), can also strongly promote cell survival. Even though the retina has a large capacity to produce

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