Structure Database (LMSD)

Common Name
Berkeleylactone N
Systematic Name
5S,15R-dihydroxy-hexadeca-4R-olide
Synonyms
  • Berkeley-gamma-lactone N
LM ID
LMFA07040174
Formula
C16H30O4
Exact Mass
Calculate m/z
286.21441
Sum Composition
FA 16:1;O2
Status
Curated
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
Penicillium turbatum (#70105)
Eurotiomycetes (#147545)
Berkeleylactones and a Citreohybriddione Analogue from Penicillium turbatum.,
J Nat Prod, 2021
Pubmed ID: 34851642

String Representations

InChiKey (Click to copy)
RPNKWHNJSFMHIV-QLFBSQMISA-N
InChi (Click to copy)
InChI=1S/C16H30O4/c1-13(17)9-7-5-3-2-4-6-8-10-14(18)15-11-12-16(19)20-15/h13-15,17-18H,2-12H2,1H3/t13-,14+,15-/m1/s1
SMILES (Click to copy)
C1CC(=O)O[C@@]1([H])[C@H](CCCCCCCCC[C@H](O)C)O

Other Databases

PubChem CID
164619905

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 1
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 305.52
Topological Polar Surface Area 68.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 3.80
Molar Refractivity 79.89

Admin

Created at
8th Dec 2021
Updated at
8th Dec 2021