Structure Database (LMSD)

Common Name
Passifetilactone A
Systematic Name
2Z,13Z-icosadien-5S-olide
Synonyms
  • (S,Z)-6-(pentadec-8-en-1-yl)-5,6-dihydro-2H-pyran-2-one
LM ID
LMFA07040198
Formula
C20H34O2
Exact Mass
Calculate m/z
306.25588
Sum Composition
FA 20:3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty esters [FA07]
Lactones [FA0704]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Passiflora foetida (#159421)
Magnoliopsida (#3398)
Passifetilactones A-E, Fatty Acid Lactones from the Fruit and Flowers of Passiflora foetida with Cytotoxic Activity.,
J Nat Prod, 2024
Pubmed ID: 38787359

String Representations

InChiKey (Click to copy)
SXNBHQNBCDWWHU-FQQSSWHASA-N
InChi (Click to copy)
InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-17-15-18-20(21)22-19/h7-8,15,18-19H,2-6,9-14,16-17H2,1H3/b8-7-/t19-/m0/s1
SMILES (Click to copy)
C1=CC(=O)O[C@@H](CCCCCCC/C=C\CCCCCC)C1

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 1
Aromatic Rings
Rotatable Bonds 13
Van der Waals Molecular Volume 351.86
Topological Polar Surface Area 28.37
Hydrogen Bond Donors
Hydrogen Bond Acceptors 2
logP 6.40
Molar Refractivity 94.37

Admin

Created at
5th Jun 2024
Updated at
5th Jun 2024