Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA13040045
Common Namebhas#32
Systematic Name3R-hydroxy-17R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-octadecanoic acid
Synonyms3R-hydroxy-17R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-
octadecanoic acid
Exact Mass
446.3244 (neutral)    Calculate m/z:
FormulaC24H46O7
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID86289825
CHEBI ID79236
InChIKeyFHMZFRKIYGFIOX-RQOGSKLQSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C24H46O7/c1-18(30-24-22(27)17-21(26)19(2)31-24)14-12-10-8-6-4-3-5-7-9-11-13-15-20(25)16-23(28)29/h18-22,24-27H,3-17H2,1-2H3,(H,28,29)/t18-,19+,20-,21-,22-,24-/m1/s1
Click to highlight InChI
SMILES
O([C@@H](CCCCCCCCCCCCC[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
ReferencesComparative Metabolomics Reveals Biogenesis of Ascarosides, a Modular Library of Small-Molecule Signals in C. elegans
J Am Chem Soc. 2012
DOI: 10.1021/ja210202y
PMID: 22239548
Calculated physicochemical properties (?):
 Heavy Atoms31Rings1Aromatic Rings0Rotatable Bonds18
 van der Waals
Molecular Volume
470.29Topological Polar
Surface Area
118.52Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
7
 logP5.87Molar
Refractivity
122.87