Structure Database (LMSD)

O O HO O OH S HO O O O O
Common Name
Berkeleylactone B
Systematic Name
4-[[(3R,6S,16R)-3-[(2S)-2-carboxy-2-hydroxyethyl]sulfanyl-16-methyl-2,5-dioxo-oxacyclohexadec-6-yl]oxy]-4-oxobutanoic acid
Synonyms
LM ID
LMFA07040162
Formula
C23H36O10S
Exact Mass
Calculate m/z
504.202922
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)
YSXYCGBWEPKTNJ-OQIJWPOYSA-N
InChi (Click to copy)
InChI=1S/C23H36O10S/c1-15-9-7-5-3-2-4-6-8-10-18(33-21(28)12-11-20(26)27)16(24)13-19(23(31)32-15)34-14-17(25)22(29)30/h15,17-19,25H,2-14H2,1H3,(H,26,27)(H,29,30)/t15-,17-,18+,19-/m1/s1
SMILES (Click to copy)
C1(O[C@H](C)CCCCCCCCC[C@H](OC(CCC(O)=O)=O)C(=O)C[C@H]1SC[C@@H](O)C(O)=O)=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
132967550

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 1
Aromatic Rings
Rotatable Bonds 9
Van der Waals Molecular Volume 487.31
Topological Polar Surface Area 166.57
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 10
logP 4.16
Molar Refractivity 125.91

Admin

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