Structure Database (LMSD)

Common Name
Berkeleylactone O
Systematic Name
5S-succinyl,15R-hydroxy-hexadeca-4R-olide
Synonyms
  • Berkeley-gamma-lactone O
LM ID
LMFA07040175
Formula
C20H34O7
Exact Mass
Calculate m/z
386.230455
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)
HIXALGDEGOEFOJ-IXDOHACOSA-N
InChi (Click to copy)
InChI=1S/C20H34O7/c1-15(21)9-7-5-3-2-4-6-8-10-16(17-11-13-19(24)27-17)26-20(25)14-12-18(22)23/h15-17,21H,2-14H2,1H3,(H,22,23)/t15-,16+,17-/m1/s1
SMILES (Click to copy)
C1CC(=O)O[C@@]1([H])[C@H](CCCCCCCCC[C@H](O)C)OC(CCC(=O)O)=O

Other Databases

PubChem CID
164629066

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 1
Aromatic Rings
Rotatable Bonds 16
Van der Waals Molecular Volume 395.81
Topological Polar Surface Area 112.20
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 7
logP 4.22
Molar Refractivity 100.63

Admin

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