Structure database (LMSD)

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LM IDLMFA02010018
Common Namedinor-12-oxo PDA
Systematic Name(1S,2S)-3-oxo-2-(2'Z-pentenyl) cyclopent-4-enehexanoic acid
SynonymsDinor-12-oxophytodienoic acid; dn-OPDA
Exact Mass
264.1725 (neutral)    Calculate m/z:
FormulaC16H24O3
CategoryFatty Acyls [FA]
Main ClassOctadecanoids [FA02]
Sub Class12-oxophytodienoic acid metabolites [FA0201]
AbbrevFA 16:4;O
PubChem CID91746127
CHEBI ID138434
CAYMAN ID10710
InChIKeySZVNKXCDJUBPQO-DWMAKUKJSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C16H24O3/c1-2-3-5-9-14-13(11-12-15(14)17)8-6-4-7-10-16(18)19/h3,5,11-14H,2,4,6-10H2,1H3,(H,18,19)/b5-3-/t13-,14-/m0/s1
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SMILES
OC(CCCCC[C@H]1C=CC(=O)[C@H]1C/C=C\CC)=O
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StatusActive
ReferencesDinor-oxo-phytodienoic acid: a new hexadecanoid signal in the jasmonate family
Proc Natl Acad Sci U S A. 1997
DOI: 10.1073/pnas.94.19.10473
PMID: 9294235
Calculated physicochemical properties (?):
 Heavy Atoms19Rings1Aromatic Rings0Rotatable Bonds9
 van der Waals
Molecular Volume
288.81Topological Polar
Surface Area
54.37Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
3
 logP3.75Molar
Refractivity
75.90