Structure database (LMSD)

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LM IDLMFA13040002
Common NameDaumone
Systematic Name6R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-heptanoic acid
Synonymsascaroside C7; ascr#1; daumone-1
Exact Mass
276.1573 (neutral)    Calculate m/z:
FormulaC13H24O6
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID11471380
CHEBI ID78786
InChIKeyKBTQMAFDKPKMEJ-UYNYGYNWSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C13H24O6/c1-8(5-3-4-6-12(16)17)18-13-11(15)7-10(14)9(2)19-13/h8-11,13-15H,3-7H2,1-2H3,(H,16,17)/t8-,9+,10-,11-,13-/m1/s1
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SMILES
O([C@@H](CCCCC(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1
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StatusActive
ReferencesChemical Structure and Biological Activity of the Caenorhabditis Elegans Dauer-Inducing Pheromone
Nature 2005
DOI: 10.1038/nature03201
PMID: 15690045
Calculated physicochemical properties (?):
 Heavy Atoms19Rings1Aromatic Rings0Rotatable Bonds7
 van der Waals
Molecular Volume
271.20Topological Polar
Surface Area
98.29Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP2.33Molar
Refractivity
70.18