Structure Database (LMSD)

O OH O O HO O O
Common Name
Berkeleylactone E
Systematic Name
4-[[(3E,5R,6S,16R)-5-hydroxy-16-methyl-2-oxo-1-oxacyclohexadec-3-en-6-yl]oxy]-4-oxobutanoic acid
Synonyms
LM ID
LMFA07040165
Formula
C20H32O7
Exact Mass
Calculate m/z
384.214805
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
FHTCEVVYDAAWIA-OVPLUVTGSA-N
InChi (Click to copy)
InChI=1S/C20H32O7/c1-15-9-7-5-3-2-4-6-8-10-17(16(21)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](OC(=O)CCC(=O)O)CCCCCCCCC[C@@H](C)OC(=O)C=C1)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Penicillium fuscum (#70104)
Eurotiomycetes (#147545)
The Berkeleylactones, Antibiotic Macrolides from Fungal Coculture.,
J Nat Prod, 2017
Pubmed ID: 28326781

Other Databases

PubChem CID
132967553

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
7th Dec 2021
Updated at
7th Dec 2021