ADRENIC ACID Chemical Properties

Boiling point:

161-164.5 °C(Press: 0.07 Torr)

Density 

0.9220 g/cm3

storage temp. 

−20°C

solubility 

Chloroform (Sparingly), Methanol (Slightly)

pka

4.76±0.10(Predicted)

form 

Oil

color 

Colourless

Stability:

Light Sensitive

Safety Information

WGK Germany 

3

MSDS

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ADRENIC ACID Usage And Synthesis

Description

Adrenic acid is a naturally occurring polyunsaturated fatty acid (PUFA) formed through a 2-carbon chain elongation of arachidonic acid. It is present in the adrenal glands, brain, testis, and kidney. Although there is trace metabolism of adrenic acid in the forebrain, the renal medulla is the only tissue which readily metabolizes the acid through cyclooxygenase activity. The primary metabolite of adrenic acid in the rabbit kidney is 1a,1b-dihomo prostaglandin E₂.

Chemical Properties

Docosa tetra enoic acid designates any straight chain 22:4 fatty acid.
One isomer is of particular interest :
all-cis-7,10,13,16-docosa tetra enoic acid is an ω-6 fatty acid with the trivial name adrenic acid. This is a naturally occurring polyunsaturated fatty acid formed through a 2-carbon chain elongation of arachidonic acid. It is one of the most abundant fatty acids in the early human brain.

Uses

Adrenic acid is considered a sort of storage form of arachidnoic acid because it can be retro-converted into arachidonic acid by enzymes. Arachidonic acid is relatively abundant especially in the phospholipids that are found in cellular membranes, and it is precursor for many hormone-like signaling molecules, e.g. prostaglandins and leukotrienes. It shall be liberated from the phospholipids by phospholipase enzymes before it can be converted into these signaling molecules. Omnivorous humans also consume small amounts of arachidonic acid with the diet, since arachidonic acid is found in small amounts in all animal products. Arachidonic acid is not found in higher plants. Arachidonic acid serves many important functions in the body, e.g. as a structural element in membrane phospholipids, and as precursor for signalling.

Uses

cis-7,10,13,16-Docosatetraenoic Acid has been identified as a protein kinase inhibitor, affecting serotonin levels in studies.

Definition

ChEBI: All-cis-docosa-7,10,13,16-tetraenoic acid is the all-cis-isomer of a C22 polyunsaturated fatty acid having four double bonds in the 7-, 10-, 13- and 16-positions. One of the most abundant fatty acids in the early human brain. It has a role as a human metabolite and an algal metabolite. It is a docosatetraenoic acid and an omega-6 fatty acid. It is a conjugate acid of an all-cis-docosa-7,10,13,16-tetraenoate.

Enzyme inhibitor

This long-chain, unsaturated fatty acid (FWfree-acid = 332.53 g/mol; CAS 28874-58-0), also known as adrenic acid and (7Z,10Z,13Z,16Z)- docosatetraenoic acid, inhibits arachidonyl-CoA synthetase, orarachidonate:CoA ligase and prostaglandin biosynthesis.

ADRENIC ACID(28874-58-0)Related Product Information

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