Structure Database (LMSD)

Systematic Name
methyl 2-((1R,2R)-2-((E)-5'-phenylacetoxypent-2-en-1-yl)-3-oxocyclopentyl) acetate
Synonyms
LM ID
LMFA02020216
Formula
C21H26O5
Exact Mass
Calculate m/z
358.178025
Sum Composition
FA 21:8;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]
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)
NSICQIRZIQEYAD-GPGHGMIHSA-N
InChi (Click to copy)
InChI=1S/C21H26O5/c1-25-20(23)15-17-11-12-19(22)18(17)10-6-3-7-13-26-21(24)14-16-8-4-2-5-9-16/h2-6,8-9,17-18H,7,10-15H2,1H3/b6-3-/t17-,18-/m1/s1
SMILES (Click to copy)
C1C(=O)[C@H](C/C=C\CCOC(=O)CC2C=CC=CC=2)[C@@H](CC(OC)=O)C1

Other Databases

PubChem CID
171118575

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 2
Aromatic Rings 1
Rotatable Bonds 11
Van der Waals Molecular Volume 361.71
Topological Polar Surface Area 69.67
Hydrogen Bond Donors
Hydrogen Bond Acceptors 5
logP 3.55
Molar Refractivity 97.82

Admin

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