Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA13040047
Common Namebhas#28
Systematic Name3R-hydroxy-15R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-hexadecanoic acid
Synonyms3R-hydroxy-15R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-
hexadecanoic acid
Exact Mass
418.2931 (neutral)    Calculate m/z:
FormulaC22H42O7
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID86289823
CHEBI ID79234
InChIKeyQQIOQZRDFXAPQI-IGKFWFGWSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C22H42O7/c1-16(28-22-20(25)15-19(24)17(2)29-22)12-10-8-6-4-3-5-7-9-11-13-18(23)14-21(26)27/h16-20,22-25H,3-15H2,1-2H3,(H,26,27)/t16-,17+,18-,19-,20-,22-/m1/s1
Click to highlight InChI
SMILES
O([C@@H](CCCCCCCCCCC[C@@H](O)CC(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1
Click to highlight SMILES
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 Atoms29Rings1Aromatic Rings0Rotatable Bonds16
 van der Waals
Molecular Volume
435.69Topological Polar
Surface Area
118.52Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
7
 logP5.09Molar
Refractivity
113.63