Structure Database (LMSD)
Common Name
ETrE(5Z, 8Z, 11Z)
Systematic Name
5Z,8Z,11Z-eicosatrienoic acid
Synonyms
- Mead acid
- C20:3n-9,12,15
3D model of ETrE(5Z, 8Z, 11Z)
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
Eicosatrienoic acid accumulates in the tissues of animals fed diets deficient in both ω-3 and ω-6 fatty acids. It can be converted to 3-series cysteinyl-leukotrienes but cannot serve as a COX substrate.1 The kidneys from essential fatty acid deficient rats are less immunogenic when transplanted, and the metabolites of eicosatrienoic acid are believed to play a role in altering the immune status of these organs.2
This information has been provided by Cayman Chemical
References
1. Lefkowith, J.B. Essential fatty acid deficiency: Probing the role of arachidonate in biology. Adv. Prostaglandin Thromboxane Leukot. Res. 20, 224-231 (1990).
Reactions
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Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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String Representations
InChiKey (Click to copy)
UNSRRHDPHVZAHH-YOILPLPUSA-N
InChi (Click to copy)
InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10,12-13,15-16H,2-8,11,14,17-19H2,1H3,(H,21,22)/b10-9-,13-12-,16-15-
SMILES (Click to copy)
C(CCC/C=C\C/C=C\C/C=C\CCCCCCCC)(=O)O
Other Databases
LIPIDAT ID
3507
HMDB ID
CHEBI ID
PubChem CID
PlantFA ID
SwissLipids ID
Cayman ID
Calculated Physicochemical Properties
Heavy Atoms
22
Rings
0
Aromatic Rings
0
Rotatable Bonds
15
Van der Waals Molecular Volume
361.58
Topological Polar Surface Area
37.30
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
2
logP
6.44
Molar Refractivity
96.13
Admin
Created at
-
Updated at
25th Apr 2022