Structure Database (LMSD)

Systematic Name
1R,2R,2'E)-2-(5-methoxy-5-oxo-2- penten-1-yl)-3-oxo-cyclopentaneacetic acid methyl ester
Synonyms
LM ID
LMFA02020219
Formula
C14H20O5
Exact Mass
Calculate m/z
268.131075
Sum Composition
FA 14:4;O3
Status
Active
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)
YHQFWDDDAPTOAH-YIZUVKHSSA-N
InChi (Click to copy)
InChI=1S/C14H20O5/c1-18-13(16)6-4-3-5-11-10(7-8-12(11)15)9-14(17)19-2/h3-4,10-11H,5-9H2,1-2H3/b4-3+/t10-,11-/m1/s1
SMILES (Click to copy)
C1C(=O)[C@H](C/C=C/CC(=O)OC)[C@@H](CC(OC)=O)C1

Other Databases

PubChem CID
171118577

Calculated Physicochemical Properties

Heavy Atoms 19
Rings 1
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 271.79
Topological Polar Surface Area 69.67
Hydrogen Bond Donors
Hydrogen Bond Acceptors 5
logP 1.65
Molar Refractivity 68.24

Admin

Created at
7th Oct 2021
Updated at
9th Oct 2021