Structure Database (LMSD)

Common Name
12-oxo-PDA-Asp
Systematic Name
N-(1S,2S)-3-oxo-2-(2'Z-pentenyl)cyclopent-4-eneoctanyl aspartic acid
Synonyms
  • (cis)-(+)-OPDA-Asp
  • N-12-oxo-phytodienyl aspartic acid
LM ID
LMFA02010030
Formula
C22H33NO6
Exact Mass
Calculate m/z
407.230789
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)
Amide conjugates of the jasmonate precursor cis-OPDA regulate its homeostasis during plant stress responses.,
Plant Physiol, 2024
Pubmed ID: 39607728

String Representations

InChiKey (Click to copy)
KEAFULWRYCQGEB-RNRBKQTQSA-N
InChi (Click to copy)
InChI=1S/C22H33NO6/c1-2-3-7-11-17-16(13-14-19(17)24)10-8-5-4-6-9-12-20(25)23-18(22(28)29)15-21(26)27/h3,7,13-14,16-18H,2,4-6,8-12,15H2,1H3,(H,23,25)(H,26,27)(H,28,29)/b7-3-/t16-,17-,18-/m0/s1
SMILES (Click to copy)
N(C(CCCCCCC[C@@H]1[C@@H](C(C=C1)=O)C/C=C\CC)=O)[C@@H](CC(O)=O)C(O)=O

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 1
Aromatic Rings
Rotatable Bonds 15
Van der Waals Molecular Volume 424.70
Topological Polar Surface Area 120.77
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 3.78
Molar Refractivity 109.83

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Created at
10th Dec 2024
Updated at
10th Dec 2024