Structure Database (LMSD)
Common Name
Dihomo-alpha-linolenic acid
Systematic Name
11Z,14Z,17Z-eicosatrienoic acid
Synonyms
- C20:3n-3,6,9
- ETrE(11Z, 14Z, 17Z)
- Dihomolinolenic acid
- Bishomo-alpha-linolenic acid
3D model of Dihomo-alpha-linolenic acid
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 (20:3ω-3) is a rare polyunsaturated fatty acid of the ω-3 series. In normal humans, it represents less than 0.25% of serum phospholipid fatty acids. However, it is one of the most active essential fatty acids when assayed for the inhibition of fatty acid elongation/desaturation reactions which convert dietary C-18 fatty acids to C-20 eicosanoid precursors.1
This information has been provided by Cayman Chemical
References
1. Holman, R.T. Control of polyunsaturated acids in tissue lipids. J. Am. Coll. Nutr. 5(2), 183-211 (1986).
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)
AHANXAKGNAKFSK-PDBXOOCHSA-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/h3-4,6-7,9-10H,2,5,8,11-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-
SMILES (Click to copy)
C(CCCCCCCCC/C=C\C/C=C\C/C=C\CC)(=O)O
Other Databases
LIPIDAT ID
1772
KEGG ID
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