Structure database (LMSD)

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LM IDLMFA02010019
Common Name12-oxo-PDA-Ile
Systematic NameN-(1S,2S)-3-oxo-2-(2'Z-pentenyl)cyclopent-4-eneoctanyl isoleucine
Synonyms(cis)-(+)-OPDA-Ile; N-12-oxo-phytodienyl isoleucine
Exact Mass
405.2879 (neutral)    Calculate m/z:
FormulaC24H39NO4
CategoryFatty Acyls [FA]
Main ClassOctadecanoids [FA02]
Sub Class12-oxophytodienoic acid metabolites [FA0201]
PubChem CID25190949
InChIKeyPTOYKLKRHSDZSH-KWYIECQPSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
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
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SMILES
C(CCCCCCC(=O)N[C@@H]([C@H](CC)C)C(O)=O)[C@H]1C=CC(=O)[C@H]1C/C=C\CC
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StatusActive
ReferencesA previously undescribed jasmonate compound in flowering Arabidopsis thaliana – The identification of cis-(+)-OPDA-Ile
Phytochem. 2016
DOI: 10.1016/j.phytochem.2015.11.012
PMID: 26675361
Calculated physicochemical properties (?):
 Heavy Atoms29Rings1Aromatic Rings0Rotatable Bonds15
 van der Waals
Molecular Volume
444.36Topological Polar
Surface Area
83.47Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
5
 logP5.35Molar
Refractivity
117.03