Structure Database (LMSD)

Common Name
dinor-12-oxo PDA
Systematic Name
(1S,2S)-3-oxo-2-(2'Z-pentenyl) cyclopent-4-enehexanoic acid
Synonyms
  • Dinor-12-oxophytodienoic acid
  • dn-OPDA
LM ID
LMFA02010018
Formula
C16H24O3
Exact Mass
Calculate m/z
264.172545
Sum Composition
FA 16:4;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
12-oxophytodienoic acid metabolites [FA0201]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Arabidopsis thaliana (#3702)
Magnoliopsida (#3398)
Dinor-oxo-phytodienoic acid: a new hexadecanoid signal in the jasmonate family.,
Proc Natl Acad Sci U S A, 1997
Pubmed ID: 9294235

String Representations

InChiKey (Click to copy)
SZVNKXCDJUBPQO-DWMAKUKJSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
OC(CCCCC[C@H]1C=CC(=O)[C@H]1C/C=C\CC)=O

Other Databases

CHEBI ID
138434
PubChem CID
91746127
Cayman ID
10710

Calculated Physicochemical Properties

Heavy Atoms 19
Rings 1
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 288.81
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 3.75
Molar Refractivity 75.90

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Created at
29th Jul 2020
Updated at
29th Jul 2020