Structure Database (LMSD)

Systematic Name
(1R,2R,2'E)-2-[5'-(hydroxy)-2-penten-1-yl]-3-oxocyclopentane acetic acid methyl ester
Synonyms
LM ID
LMFA02020215
Formula
C13H20O4
Exact Mass
Calculate m/z
240.13616
Sum Composition
FA 13:3;O2
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]
Hydroxy fatty acids [FA0105]
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)
XCZTYYQNVNLGKI-WUNPDAOYSA-N
InChi (Click to copy)
InChI=1S/C13H20O4/c1-17-13(16)9-10-6-7-12(15)11(10)5-3-2-4-8-14/h2-3,10-11,14H,4-9H2,1H3/b3-2+/t10-,11-/m1/s1
SMILES (Click to copy)
C1C(=O)[C@H](C/C=C/CCO)[C@@H](CC(OC)=O)C1

Other Databases

PubChem CID
171118574

Calculated Physicochemical Properties

Heavy Atoms 17
Rings 1
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 248.34
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 1.76
Molar Refractivity 63.80

Admin

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