CAS 57303-04-5

arachidonoyl chloride

Description:

Arachidonoyl chloride is a chemical compound derived from arachidonic acid, characterized by the presence of a chloride functional group attached to the arachidonic acid backbone. It is a colorless to pale yellow liquid that is typically used as an acylating agent in organic synthesis, particularly in the preparation of various bioactive lipids and pharmaceuticals. The compound is known for its reactivity, especially with nucleophiles, due to the presence of the acyl chloride functional group, which can readily undergo hydrolysis in the presence of water, forming arachidonic acid and hydrochloric acid. Arachidonoyl chloride is also significant in biochemical research, as it can be used to study the metabolism and signaling pathways involving arachidonic acid derivatives, which play crucial roles in inflammation and cellular signaling. Due to its reactive nature, it should be handled with care, using appropriate safety measures to avoid exposure to skin and respiratory systems.

Formula: C₂₀H₃₁ClO

InChI: InChI=1/C20H31ClO/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/b7-6-,10-9-,13-12-,16-15-

SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)Cl

Synonyms:

• (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl chloride

5(Z),8(Z),11(Z),14(Z)-Eicosatetraenoyl chloride

CAS: 57303-04-5

Formula: C20H31ClO

Purity: >99%

Color and Shape: Liquid

Molecular weight: 322.91

Ref: 48-46-2004

Arachidonoyl Chloride

CAS: 57303-04-5

Stability Moisture and Light Sensitive
Applications Arachidonoyl Chloride is a derivative of Arachidonic Acid (A765000), an essential fatty acid and a precursor in the biosynthesis of prostaglandins, thromboxanes, and leukotrienes. Arachidonic Acid occurs in liver, brain, glandular organs, depot fats of animals, in small amounts in human depot fats, and is also a constituent of animal phosphatides.
References Kurosawa, T., et al.: J. Cell. Physiol., 219, 606 (2009), Mazalli, M., et al.: J. Agric. Food Chem., 57, 5028 (2009),

Formula: C₂₀H₃₁ClO

Color and Shape: Light Yellow Oily

Molecular weight: 322.91

Ref: TR-A765155

Arachidonoyl chloride

CAS: 57303-04-5

Arachidonoyl chloride is a chemical compound that belongs to the group of amides. It is used in biological studies for receptor binding and enzyme activities. Arachidonoyl chloride has been shown to inhibit insulin sensitivity by inhibiting the phosphorylation of tyrosine residues on insulin receptors, which are necessary for glucose transport into cells. The acyl chain of arachidonoyl chloride has a polyunsaturated fatty acid structure with two double bonds, which is important for its activity on the 2-arachidonoylglycerol (2-AG) pathway. The activation energy of arachidonoyl chloride is not yet known.

Formula: C₂₀H₃₁ClO

Purity: Min. 95%

Molecular weight: 322.91 g/mol

Ref: 3D-FA157150

Arachidonoyl Chloride

CAS: 57303-04-5

Arachidonoyl chloride, a derivative of arachidonic acid, serves as an intermediate in synthesizing arachidonic acid derivatives.

Formula: C₂₀H₃₁ClO

Color and Shape: Solid

Molecular weight: 322.9

Ref: TM-T85246