Structure Database (LMSD)

Common Name
Passifetilactone B
Systematic Name
6S-Hydroxy-2Z-icosen-5S-olide
Synonyms
  • (5S,6S)-5-hydroxy-6-pentadecyl-5,6-dihydro-2H-pyran-2-one
LM ID
LMFA07040199
Formula
C20H36O3
Exact Mass
Calculate m/z
324.266445
Sum Composition
FA 20:2;O
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)
LDXMESUOUJXUQK-OALUTQOASA-N
InChi (Click to copy)
InChI=1S/C20H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-18(21)16-17-20(22)23-19/h16-19,21H,2-15H2,1H3/t18-,19-/m0/s1
SMILES (Click to copy)
C1=CC(=O)O[C@@H](CCCCCCCCCCCCCCC)[C@H]1O

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 1
Aromatic Rings
Rotatable Bonds 14
Van der Waals Molecular Volume 363.29
Topological Polar Surface Area 48.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 5.88
Molar Refractivity 96.36

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