Structure Database (LMSD)

Common Name
Berkeleylactone C
Systematic Name
4-[[(3E,6S,15S,16R)-15-hydroxy-16-methyl-2,5-dioxo-1-oxacyclohexadec-3-en-6-yl]oxy]-4-oxobutanoic acid
Synonyms
LM ID
LMFA07040163
Formula
C20H30O8
Exact Mass
Calculate m/z
398.19407
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 fuscum (#70104)
Eurotiomycetes (#147545)
The Berkeleylactones, Antibiotic Macrolides from Fungal Coculture.,
J Nat Prod, 2017
Pubmed ID: 28326781

String Representations

InChiKey (Click to copy)
OMAWGNJHHJSGDZ-LXYHUSIVSA-N
InChi (Click to copy)
InChI=1S/C20H30O8/c1-14-15(21)8-6-4-2-3-5-7-9-17(16(22)10-12-19(25)27-14)28-20(26)13-11-18(23)24/h10,12,14-15,17,21H,2-9,11,13H2,1H3,(H,23,24)/b12-10+/t14-,15+,17+/m1/s1
SMILES (Click to copy)
C1([C@@H](OC(=O)CCC(=O)O)CCCCCCCC[C@@H]([C@@H](C)OC(=O)C=C1)O)=O

Other Databases

PubChem CID
132967551

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 1
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 399.32
Topological Polar Surface Area 129.27
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 8
logP 3.17
Molar Refractivity 100.93

Admin

Created at
7th Dec 2021
Updated at
7th Dec 2021