Structure Database (LMSD)

Common Name
Berkeleylactone J
Systematic Name
4R,5S-dihydroxy-15R-hexadeca-3E-enolide
Synonyms
  • (3E,5R,6S,16R)-5,6-dihydroxy-16-methyl-1-oxacyclohexadec-3-en-2-one
LM ID
LMFA07040170
Formula
C16H28O4
Exact Mass
Calculate m/z
284.19876
Sum Composition
FA 16:2;O2
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
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)
QYHZVIDSYPZOAI-DLQXUNIPSA-N
InChi (Click to copy)
InChI=1S/C16H28O4/c1-13-9-7-5-3-2-4-6-8-10-14(17)15(18)11-12-16(19)20-13/h11-15,17-18H,2-10H2,1H3/b12-11+/t13-,14+,15-/m1/s1
SMILES (Click to copy)
[C@@H]1([C@@H](O)CCCCCCCCC[C@@H](C)OC(=O)C=C1)O

Other Databases

PubChem CID
15737231

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 1
Aromatic Rings
Rotatable Bonds
Van der Waals Molecular Volume 302.88
Topological Polar Surface Area 68.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 3.58
Molar Refractivity 79.80

Admin

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