Structure Database (LMSD)

Common Name
Persenone A
Systematic Name
2S-hydroxy-4-oxoheneicosa-5E,12E,15E-trien-1-yl acetate
Synonyms
  • (S,5E,12E,15E)-2-hydroxy-4-oxoheneicosa-5,12,15-trien-1-yl acetate
  • persenin
LM ID
LMFA05000718
Formula
C23H38O4
Exact Mass
Calculate m/z
378.27701
Sum Composition
FOH 23:5;O3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty alcohols [FA05]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Persea americana (#3435)
Magnoliopsida (#3398)
A targeted metabolomics approach to characterize acetogenin profiles in avocado fruit (Persea americana Mill.),
RSC Advances, 2015

String Representations

InChiKey (Click to copy)
YLWJMUPPJKELEC-KRGNSUGISA-N
InChi (Click to copy)
InChI=1S/C23H38O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22(25)19-23(26)20-27-21(2)24/h7-8,10-11,17-18,23,26H,3-6,9,12-16,19-20H2,1-2H3/b8-7+,11-10+,18-17+/t23-/m0/s1
SMILES (Click to copy)
CC(=O)OC[C@@H](O)CC(=O)/C=C/CCCCC/C=C/C/C=C/CCCCC

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 428.42
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 6.03
Molar Refractivity 112.53

Admin

Created at
29th Jul 2019
Updated at
29th Jul 2019