Structure Database (LMSD)

Systematic Name
(1R,2R,2'E)-2-(5'-methoxy-5'-oxo-2-penten-1-yl)-3-oxo-cyclopentane acetic acid ethyl ester
Synonyms
LM ID
LMFA02020214
Formula
C15H22O5
Exact Mass
Calculate m/z
282.146725
Sum Composition
FA 15:4;O3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
Jasmonic acids [FA0202]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Dicarboxylic acids [FA0117]
Carbocyclic fatty acids [FA0114]
Oxo fatty acids [FA0106]
Fatty esters [FA07]
Short fatty esters [FA0710]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Litchi chinensis (#151069)
Magnoliopsida (#3398)
Pronounced anti-neuroinflammatory jasmonates and terpenes isolated from lychee seeds.,
Fitoterapia, 2021
Pubmed ID: 33984432

String Representations

InChiKey (Click to copy)
BHIAQEIFSZCSSD-GKUNOOHESA-N
InChi (Click to copy)
InChI=1S/C15H22O5/c1-3-20-15(18)10-11-8-9-13(16)12(11)6-4-5-7-14(17)19-2/h4-5,11-12H,3,6-10H2,1-2H3/b5-4+/t11-,12-/m1/s1
SMILES (Click to copy)
C1C(=O)[C@H](C/C=C/CC(=O)OC)[C@@H](CC(OCC)=O)C1

Other Databases

PubChem CID
171118573

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 1
Aromatic Rings
Rotatable Bonds 9
Van der Waals Molecular Volume 289.09
Topological Polar Surface Area 69.67
Hydrogen Bond Donors
Hydrogen Bond Acceptors 5
logP 2.33
Molar Refractivity 73.35

Admin

Created at
7th Oct 2021
Updated at
20th Oct 2021