Structure Database (LMSD)

Common Name
4-oxo DHA
Systematic Name
4-oxo-5E,7Z,10Z,13Z,16Z,19Z-docosahexaenoic acid
Synonyms
  • 4-oxo Docosahexaenoic Acid
LM ID
LMFA02000484
Formula
C22H30O3
Exact Mass
Calculate m/z
342.219496
Sum Composition
FA 22:7;O
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
Other Octadecanoids [FA0200]
Fatty Acids and Conjugates [FA01]
Oxo fatty acids [FA0106]
Unsaturated fatty acids [FA0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Oxidized derivative of docosahexaenoic acid preferentially inhibit cell proliferation in triple negative over luminal breast cancer cells.,
In Vitro Cell Dev Biol Anim, 2015
Pubmed ID: 25413005

String Representations

InChiKey (Click to copy)
UHNUULCIKILOHW-PQVBWYSWSA-N
InChi (Click to copy)
InChI=1S/C22H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(23)19-20-22(24)25/h3-4,6-7,9-10,12-13,15-18H,2,5,8,11,14,19-20H2,1H3,(H,24,25)/b4-3-,7-6-,10-9-,13-12-,16-15-,18-17+
SMILES (Click to copy)
C(CCC(=O)/C=C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)(=O)O

Other Databases

PubChem CID
24822699
Cayman ID
21373

Calculated Physicochemical Properties

Heavy Atoms 25
Rings
Aromatic Rings
Rotatable Bonds 14
Van der Waals Molecular Volume 394.41
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 5.73
Molar Refractivity 105.48

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Created at
13th Jan 2025
Updated at
13th Jan 2025