Structure database (LMSD)

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LM IDLMFA13040048
Common Namebhas#26
Systematic Name3R-hydroxy-14R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-pentadecanoic acid
Synonyms3R-hydroxy-14R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-
pentadecanoic acid
Exact Mass
404.2774 (neutral)    Calculate m/z:
FormulaC21H40O7
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID86289822
CHEBI ID79233
InChIKeyWDFCEBWMCPQIFZ-XBIRKDKFSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C21H40O7/c1-15(27-21-19(24)14-18(23)16(2)28-21)11-9-7-5-3-4-6-8-10-12-17(22)13-20(25)26/h15-19,21-24H,3-14H2,1-2H3,(H,25,26)/t15-,16+,17-,18-,19-,21-/m1/s1
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SMILES
O([C@@H](CCCCCCCCCC[C@@H](O)CC(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1
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StatusActive
ReferencesBiosynthesis of the Caenorhabditis Elegans Dauer Pheromone
Proc Natl Acad Sci U S A. 2009
DOI: 10.1073/pnas.0810338106
PMID: 19174521
Calculated physicochemical properties (?):
 Heavy Atoms28Rings1Aromatic Rings0Rotatable Bonds15
 van der Waals
Molecular Volume
418.39Topological Polar
Surface Area
118.52Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
7
 logP4.70Molar
Refractivity
109.01