Structure Database (LMSD)

Common Name
12-oxo-PDA-Val
Systematic Name
N-(1S,2S)-3-oxo-2-(2'Z-pentenyl)cyclopent-4-eneoctanyl valine
Synonyms
  • (cis)-(+)-OPDA-Val
  • N-12-oxo-phytodienyl valine
LM ID
LMFA02010026
Formula
C23H37NO4
Exact Mass
Calculate m/z
391.272259
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)
DTSRKGPFOWDWKR-YOODTRIKSA-N
InChi (Click to copy)
InChI=1S/C23H37NO4/c1-4-5-9-13-19-18(15-16-20(19)25)12-10-7-6-8-11-14-21(26)24-22(17(2)3)23(27)28/h5,9,15-19,22H,4,6-8,10-14H2,1-3H3,(H,24,26)(H,27,28)/b9-5-/t18-,19-,22-/m0/s1
SMILES (Click to copy)
C(CCCCCCC(=O)N[C@@H](C(C)C)C(O)=O)[C@H]1C=CC(=O)[C@H]1C/C=C\CC

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 1
Aromatic Rings
Rotatable Bonds 14
Van der Waals Molecular Volume 427.06
Topological Polar Surface Area 83.47
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 4.96
Molar Refractivity 112.41

Admin

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