Structure Database (LMSD)

Common Name
12-oxo-PDA
Systematic Name
(1S,2S)-3-oxo-2-(2'Z-pentenyl)cyclopent-4-eneoctanoic acid
Synonyms
  • (9S,13S)-12-oxo-phytodienoic acid
LM ID
LMFA02010001
Formula
C18H28O3
Exact Mass
Calculate m/z
292.203845
Sum Composition
FA 18:4;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]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Oxo fatty acids [FA0106]
Carbocyclic fatty acids [FA0114]

String Representations

InChiKey (Click to copy)
PMTMAFAPLCGXGK-JMTMCXQRSA-N
InChi (Click to copy)
InChI=1S/C18H28O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h3,7,13-16H,2,4-6,8-12H2,1H3,(H,20,21)/b7-3-/t15-,16-/m0/s1
SMILES (Click to copy)
C(CCCCCCC(=O)O)[C@H]1C=CC(=O)[C@H]1C/C=C\CC

Other Databases

KEGG ID
C01226
CHEBI ID
15560
LIPIDBANK ID
DFA8159
PubChem CID
5280411
Cayman ID
88520

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 1
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 323.41
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 4.53
Molar Refractivity 85.13

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Created at
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Updated at
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