Structure Database (LMSD)

Common Name
12-oxo-PDA-Glu
Systematic Name
N-(1S,2S)-3-oxo-2-(2'Z-pentenyl)cyclopent-4-eneoctanyl glutamic acid
Synonyms
  • (cis)-(+)-OPDA-Glu
  • N-12-oxo-phytodienyl glutamic acid
LM ID
LMFA02010029
Formula
C23H35NO6
Exact Mass
Calculate m/z
421.246439
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)
MFQXLFWLPADQKT-LJYNCLAQSA-N
InChi (Click to copy)
InChI=1S/C23H35NO6/c1-2-3-7-11-18-17(13-15-20(18)25)10-8-5-4-6-9-12-21(26)24-19(23(29)30)14-16-22(27)28/h3,7,13,15,17-19H,2,4-6,8-12,14,16H2,1H3,(H,24,26)(H,27,28)(H,29,30)/b7-3-/t17-,18-,19-/m0/s1
SMILES (Click to copy)
N(C(=O)CCCCCCC[C@H]1C=CC(=O)[C@H]1C/C=C\CC)[C@@H](CCC(O)=O)C(O)=O

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 1
Aromatic Rings
Rotatable Bonds 16
Van der Waals Molecular Volume 442.00
Topological Polar Surface Area 120.77
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 4.17
Molar Refractivity 114.44

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