Structure Database (LMSD)

Common Name
N-[9,10-Dihydrojasmonoyl]isoleucine
Systematic Name
[(1R,2R)-3-oxo-2-pentylcyclopentyl]ethanoyl leucine
Synonyms
LM ID
LMFA02020208
Formula
C18H31NO4
Exact Mass
Calculate m/z
325.225309
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
Jasmonic acids [FA0202]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Fusarium fujikuroi (#5127)
Sordariomycetes (#147550)
New metabolites of Gibberella fujikuroi. XV. N-jasmonoyl- and N-dihydrojasmonoyl-isoleucine.,
J Chem Soc Perkin 1, 1970
Pubmed ID: 5465381

String Representations

InChiKey (Click to copy)
CEONHUOPPCKWAP-CFAJVAMVSA-N
InChi (Click to copy)
InChI=1S/C18H31NO4/c1-4-6-7-8-14-13(9-10-15(14)20)11-16(21)19-17(18(22)23)12(3)5-2/h12-14,17H,4-11H2,1-3H3,(H,19,21)(H,22,23)/t12-,13+,14+,17-/m0/s1
SMILES (Click to copy)
C1(=O)[C@H](CCCCC)[C@@H](CC(=O)N[C@H](C(=O)O)[C@@H](C)CC)CC1

Other Databases

PubChem CID
25190954

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 1
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 345.84
Topological Polar Surface Area 83.47
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 3.45
Molar Refractivity 89.51

Admin

Created at
25th Feb 2021
Updated at
25th Feb 2021