LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

Common Name

17-oxo-DPA

Systematic Name

17-oxo-7Z,10Z,13Z,15E,19Z-docosapentaenoic acid

Synonyms

EFOX
17-oxo-7(Z),10(Z),13(Z),15(E),19(Z)-DPA
17-oxo-DPE (DPA n-3)

LM ID

LMFA04000109

Formula

C₂₂H₃₂O₃

Exact Mass

Calculate m/z

344.235146

Sum Composition

FA 22:6;O

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Homo sapiens (#9606)

Mammalia (#40674)

Cyclooxygenase-2 generates anti-inflammatory mediators from omega-3 fatty acids.,
Nat Chem Biol, 2010

Pubmed ID: 20436486

String Representations

InChiKey (Click to copy)

PWVSFTLICCBISU-UCMLWGQMSA-N

InChi (Click to copy)

InChI=1S/C22H32O3/c1-2-3-15-18-21(23)19-16-13-11-9-7-5-4-6-8-10-12-14-17-20-22(24)25/h3,5-8,11,13,15-16,19H,2,4,9-10,12,14,17-18,20H2,1H3,(H,24,25)/b7-5-,8-6-,13-11-,15-3-,19-16+

SMILES (Click to copy)

C(CCCCC/C=C\C/C=C\C/C=C\C=C\C(=O)C/C=C\CC)(=O)O

Other Databases

CHEBI ID

140239

PubChem CID

45105199

Cayman ID

9000347

Calculated Physicochemical Properties

Heavy Atoms 25

Rings

Aromatic Rings

Rotatable Bonds 15

Van der Waals Molecular Volume 397.05

Topological Polar Surface Area 54.37

Hydrogen Bond Donors 1

Hydrogen Bond Acceptors 3

logP 5.95

Molar Refractivity 105.57

Admin

Created at

25th Mar 2025

Updated at