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
Status
Active
Exact Mass
Calculate m/z
292.203845
Formula
C18H28O3
Abbrev
FA 18:3
Show lipids differing only in stereochemistry/bond geometry
Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Aphanizomenon flos-aquae (#1176)
Mueggelone, a novel inhibitor of fish development from the fresh water cyanobacterium Aphanizomenon flos-aquae.,
J Nat Prod, 1997
Pubmed ID: 9428164

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