Structure Database (LMSD)

Common Name
DTrE
Systematic Name
13Z,16Z,19Z-docosatrienoic acid
Synonyms
  • C22:3n-3,6,9
LM ID
LMFA01030408
Formula
Exact Mass
Calculate m/z
334.28718
Sum Composition
Status
Curated


Classification

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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Reactions graph legend

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
Pubmed ID: 20671299

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

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Created at
-
Updated at
25th Apr 2022