Structure Database (LMSD)

Common Name
12-oxo-PDA-Ile
Systematic Name
N-(1S,2S)-3-oxo-2-(2'Z-pentenyl)cyclopent-4-eneoctanyl isoleucine
Synonyms
  • (cis)-(+)-OPDA-Ile
  • N-12-oxo-phytodienyl isoleucine
LM ID
LMFA02010019
Formula
Exact Mass
Calculate m/z
405.287909
Status
Active

Classification

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Arabidopsis thaliana (#3702)
Magnoliopsida (#3398)
A previously undescribed jasmonate compound in flowering Arabidopsis thaliana - The identification of cis-(+)-OPDA-Ile.,
Phytochemistry, 2016
Pubmed ID: 26675361

String Representations

InChiKey (Click to copy)
PTOYKLKRHSDZSH-KWYIECQPSA-N
InChi (Click to copy)
InChI=1S/C24H39NO4/c1-4-6-10-14-20-19(16-17-21(20)26)13-11-8-7-9-12-15-22(27)25-23(24(28)29)18(3)5-2/h6,10,16-20,23H,4-5,7-9,11-15H2,1-3H3,(H,25,27)(H,28,29)/b10-6-/t18-,19-,20-,23-/m0/s1
SMILES (Click to copy)
C(CCCCCCC(=O)N[C@@H]([C@H](CC)C)C(O)=O)[C@H]1C=CC(=O)[C@H]1C/C=C\CC

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 1
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 444.36
Topological Polar Surface Area 83.47
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 5.35
Molar Refractivity 117.03

Admin

Created at
13th Aug 2020
Updated at
28th Jan 2021