Docosatetraenoic acid

Docosatetraenoic acid designates any straight chain 22:4 fatty acid. (See Essential fatty acid for nomenclature.)

Quick facts Names, Identifiers ...

Adrenic acid

Names
Preferred IUPAC name (7Z,10Z,13Z,16Z)-Docosa-7,10,13,16-tetraenoic acid
Identifiers
CAS Number	28874-58-0 Y
3D model (JSmol)	Interactive image
ChemSpider	4593749 N
PubChem CID	5497181
UNII	64F675W6EN Y
CompTox Dashboard (EPA)	DTXSID80912354
InChI InChI=1S/C22H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,23,24)/b7-6-,10-9-,13-12-,16-15- N Key: TWSWSIQAPQLDBP-DOFZRALJSA-N N InChI=1/C22H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,23,24)/b7-6-,10-9-,13-12-,16-15- Key: TWSWSIQAPQLDBP-DOFZRALJBY
SMILES OC(CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O
Properties
Chemical formula	C22H36O2
Molar mass	332.5 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Close

One isomer is of particular interest:

• all-cis-7,10,13,16-docosatetraenoic acid is an ω-6 fatty acid with the common name adrenic acid (AdA). 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.^[1] This unsaturated fatty acid is also metabolized by cells to biologically active products viz., dihomoprostaglandins,^[2] and epoxydocosatrienoic acids (EDTs, also known as dihomo-EETs).^[3][4][5] In addition to being endothelium-derived hyperpolarizing factors, EDTs have demonstrated anti-endoplasmic reticulum stress and anti-nociceptive activities. They are hydrolyzed by the soluble epoxide hydrolase (sEH) to dihydroxydocosatrienoic acids (DHDTs) and hence might play a role in the efficacy of sEH inhibitors.