Structure Database (LMSD)

N H O HO O O
Common Name
N-jasmonoyl-isoleucine
Systematic Name
N-({(1R,2R)-3-Oxo-2-[(2Z)-Pent-2-En-1-Yl]cyclopentyl}acetyl)-L-Isoleucine
Synonyms
LM ID
LMFA02020209
Formula
C18H29NO4
Exact Mass
Calculate m/z
323.209659
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
IBZYPBGPOGJMBF-QRHMYKSGSA-N
InChi (Click to copy)
InChI=1S/C18H29NO4/c1-4-6-7-8-14-13(9-10-15(14)20)11-16(21)19-17(18(22)23)12(3)5-2/h6-7,12-14,17H,4-5,8-11H2,1-3H3,(H,19,21)(H,22,23)/b7-6-/t12-,13+,14+,17-/m0/s1
SMILES (Click to copy)
C1(=O)[C@H](C/C=C\CC)[C@@H](CC(=O)N[C@H](C(=O)O)[C@@H](C)CC)CC1

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

Other Databases

KEGG ID
C18699
CHEBI ID
81897
PubChem CID
5497150
PDB ID
JAI

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 1
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 343.20
Topological Polar Surface Area 83.47
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 3.23
Molar Refractivity 89.42

Admin

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