Structure database (LMSD)

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LM IDLMFA13040003
Common NameDaumone-2
Systematic Name5R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2-henanone
Synonymsascaroside C6; ascr#2; (-)-5R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-
tetrahydropyran-2???-yloxy)-2-hexanone
Exact Mass
246.1467 (neutral)    Calculate m/z:
FormulaC12H22O5
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID16066475
CHEBI ID78812
InChIKeyKDIFLHQRDPSWHT-IYKVGLELSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C12H22O5/c1-7(13)4-5-8(2)16-12-11(15)6-10(14)9(3)17-12/h8-12,14-15H,4-6H2,1-3H3/t8-,9+,10-,11-,12-/m1/s1
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SMILES
O([C@@H](CCC(=O)C)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 Atoms17Rings1Aromatic Rings0Rotatable Bonds5
 van der Waals
Molecular Volume
245.11Topological Polar
Surface Area
78.06Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
5
 logP2.05Molar
Refractivity
63.99