Structure Database (LMSD)
Common Name
DTrE
Systematic Name
13Z,16Z,19Z-docosatrienoic acid
Synonyms
- C22:3n-3,6,9
3D model of DTrE
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
Docosatrienoic acid is a rare ω-3 fatty acid not readily detected in normal phospholipid PUFA pools. It is a polyunsaturated version of the fatty acid docosanoic acid . Docosatrienoic acid inhibits [3H]-LTB4 binding to pig neutrophils at a concentration of 5 µM.1 It also dose-dependently inhibits the activity of mammalian DNA polymerases and human topoisomerases I and II, potentially by binding directly to the hydrophobic region of the enzymes.2 The cis configuration of the double bonds is important for this activity, and the carboxyl group is required as the methyl ester version has no activity at these enzymes.
This information has been provided by Cayman Chemical
References
Reactions
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References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Homo sapiens
(#9606)
Mammalia
(#40674)
Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010
J Lipid Res, 2010
Pubmed ID:
20671299
DOI:
10.1194/jlr.M009449
String Representations
InChiKey (Click to copy)
WBBQTNCISCKUMU-PDBXOOCHSA-N
InChi (Click to copy)
InChI=1S/C22H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10H,2,5,8,11-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-
SMILES (Click to copy)
C(CCCCCCCCCCC/C=C\C/C=C\C/C=C\CC)(=O)O
Other Databases
LIPIDAT ID
3227
HMDB ID
CHEBI ID
PubChem CID
PlantFA ID
Cayman ID
Calculated Physicochemical Properties
Heavy Atoms
24
Rings
0
Aromatic Rings
0
Rotatable Bonds
17
Van der Waals Molecular Volume
396.18
Topological Polar Surface Area
37.30
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
2
logP
7.22
Molar Refractivity
105.37
Admin
Created at
-
Updated at
25th Apr 2022