Arachidonic-acid
Arachidonic acid is a long-chain fatty acid that is a C20, polyunsaturated fatty acid having four (Z)-double bonds at positions 5, 8, 11 and 14. It has a role as a human metabolite, an EC 3.1.1.1 (carboxylesterase) inhibitor. It is an icosa-5,8,11,14-tetraenoic acid, an omega-6 fatty acid. Arachidonic Acid is an unsaturated, essential fatty acid. It is found in animal and human fat as well as in the liver, brain, and glandular organs, and is a constituent of animal phosphatides. It is formed by the synthesis from dietary linoleic acid and is a precursor in the biosynthesis of prostaglandins, thromboxanes, and leukotrienes. Product of hydrolysis of Lyso-PS-(20-4) by ABHD12. Arachidonic acid released from 2-Arachidonoyl glycerol (endocannabinoid) by the action of MAGL serves as a substrate for cyclooxygenases which produce pro-inflammatory prostaglandins
General
Type : Fatty acid
Chemical_Nomenclature : (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid
Canonical SMILES : CCCCC\/C=CC\/C=CC\/C=CC\/C=CCCCC(=O)O
InChI : InChI=1S\/C20H32O2\/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)\/b7-6-,10-9-,13-12-,16-15-
InChIKey : YZXBAPSDXZZRGB-DOFZRALJSA-N
Other name(s) : arachidonic acid || arachidonate || Immunocytophyte || CHEBI:15843 || CHEMBL15594 || FA 20:4 || arachidonic acid (20:4, n-6) || SCHEMBL16162 || CHEBI:137828 || DB04557
MW : 304.5
Formula : C20H32O2
CAS_number : 506-32-1
PubChem : 444899
UniChem : YZXBAPSDXZZRGB-DOFZRALJSA-N
Target
References (3)
| Title : Inhibitory Action of Omega-3 and Omega-6 Fatty Acids Alpha-Linolenic, Arachidonic and Linoleic acid on Human Erythrocyte Acetylcholinesterase - Akay_2022_Protein.J__ |
| Author(s) : Akay MB , Sener K , Sari S , Bodur E |
| Ref : Protein J , : , 2022 |
| Abstract : |
| PubMedSearch : Akay_2022_Protein.J__ |
| PubMedID: 36538202 |
| Title : ABHD12 and LPCAT3 Interplay Regulates a Lyso-phosphatidylserine-C20:4 Phosphatidylserine Lipid Network Implicated in Neurological Disease - Ichu_2020_Biochemistry_59_1793 |
| Author(s) : Ichu TA , Reed A , Ogasawara D , Ulanovskaya O , Roberts A , Aguirre CA , Bar-Peled L , Gao J , Germain J , Barbas S , Masuda K , Conti B , Tontonoz P , Cravatt BF |
| Ref : Biochemistry , 59 :1793 , 2020 |
| Abstract : |
| PubMedSearch : Ichu_2020_Biochemistry_59_1793 |
| PubMedID: 32364701 |
| Gene_locus related to this paper: human-ABHD12 |
| Title : Cross-validated stable-isotope dilution GC-MS and LC-MS\/MS assays for monoacylglycerol lipase (MAGL) activity by measuring arachidonic acid released from the endocannabinoid 2-arachidonoyl glycerol - Kayacelebi_2017_J.Chromatogr.B.Analyt.Technol.Biomed.Life.Sci_1047_151 |
| Author(s) : Kayacelebi AA , Schauerte C , Kling K , Herbers J , Beckmann B , Engeli S , Jordan J , Zoerner AA , Tsikas D |
| Ref : Journal of Chromatography B Analyt Technol Biomed Life Sciences , 1047 :151 , 2017 |
| Abstract : |
| PubMedSearch : Kayacelebi_2017_J.Chromatogr.B.Analyt.Technol.Biomed.Life.Sci_1047_151 |
| PubMedID: 27511795 |