Structure Database (LMSD)

Common Name
Mueggelone
Systematic Name
12,13-epoxy-10E,15Z-octadecadien-9-olide
Synonyms
  • 12,13-epoxyoctadeca-10E,15Z-dienyl-kappa-decanolactone
LM ID
LMFA07040153
Formula
C18H28O3
Exact Mass
Calculate m/z
292.203845
Sum Composition
FA 18:3
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
Aphanizomenon flos-aquae (#1176)
Cyanophyceae (#3028117)
Mueggelone, a novel inhibitor of fish development from the fresh water cyanobacterium Aphanizomenon flos-aquae.,
J Nat Prod, 1997
Pubmed ID: 9428164

String Representations

InChiKey (Click to copy)
NQKZDMRQSOUOJH-MKZMYESJSA-N
InChi (Click to copy)
InChI=1S/C18H28O3/c1-2-3-7-11-16-17(21-16)14-13-15-10-8-5-4-6-9-12-18(19)20-15/h3,7,13-17H,2,4-6,8-12H2,1H3/b7-3-,14-13+
SMILES (Click to copy)
C1CCCC(=O)OC(/C=C/C2OC2C/C=C\CC)CCC1

Other Databases

PubChem CID
10266359

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 2
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 313.69
Topological Polar Surface Area 40.90
Hydrogen Bond Donors
Hydrogen Bond Acceptors 3
logP 5.18
Molar Refractivity 85.58

Admin

Created at
28th Oct 2021
Updated at
28th Oct 2021