Structure database (LMSD)

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LM IDLMFA13040004
Common NameDaumone-3
Systematic Name8R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2E-nonenoic acid
Synonymsascaroside C9; ascr#3
Exact Mass
302.1729 (neutral)    Calculate m/z:
FormulaC15H26O6
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID16066476
CHEBI ID78821
InChIKeyMWGRRKDIJLJLMO-OSYKULTDSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C15H26O6/c1-10(7-5-3-4-6-8-14(18)19)20-15-13(17)9-12(16)11(2)21-15/h6,8,10-13,15-17H,3-5,7,9H2,1-2H3,(H,18,19)/b8-6+/t10-,11+,12-,13-,15-/m1/s1
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SMILES
O([C@@H](CCCC/C=C/C(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1
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StatusActive
ReferencesSmall-molecule Pheromones That Control Dauer Development in Caenorhabditis Elegans
Nat. Chem. Biol. 2007
DOI: >10.1038/nchembio.2007.3

PMID: 17558398
Calculated physicochemical properties (?):
 Heavy Atoms21Rings1Aromatic Rings0Rotatable Bonds8
 van der Waals
Molecular Volume
303.16Topological Polar
Surface Area
98.29Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP2.88Molar
Refractivity
79.32