Structure Database (LMSD)

Common Name
Berkeleylactone K
Systematic Name
4R-succinyl-5S-hydroxy-15R-hexadeca-3E-enolide
Synonyms
  • 4-[[(3E,5R,6S,16R)-6-hydroxy-16-methyl-2-oxo-1-oxacyclohexadec-3-en-5-yl]oxy]-4-oxobutanoic acid
LM ID
LMFA07040171
Formula
C20H32O7
Exact Mass
Calculate m/z
384.214805
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)
BIFVWXDCPBPZRB-UQEGLEONSA-N
InChi (Click to copy)
InChI=1S/C20H32O7/c1-15-9-7-5-3-2-4-6-8-10-16(21)17(11-13-19(24)26-15)27-20(25)14-12-18(22)23/h11,13,15-17,21H,2-10,12,14H2,1H3,(H,22,23)/b13-11+/t15-,16+,17-/m1/s1
SMILES (Click to copy)
[C@@H]1([C@@H](O)CCCCCCCCC[C@@H](C)OC(=O)C=C1)OC(=O)CCC(=O)O

Other Databases

PubChem CID
135338044

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 1
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 393.17
Topological Polar Surface Area 112.20
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 7
logP 4.00
Molar Refractivity 100.54

Admin

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