Structure database (LMSD)

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LM IDLMFA13040015
Common Nameoscr#10
Systematic Name9-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-nonanoic acid
Synonyms9-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-nonanoic acid
Exact Mass
304.1886 (neutral)    Calculate m/z:
FormulaC15H28O6
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID86289772
CHEBI ID79134
InChIKeyWGGIJTBDSYSSPD-KYEXWDHISA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C15H28O6/c1-11-12(16)10-13(17)15(21-11)20-9-7-5-3-2-4-6-8-14(18)19/h11-13,15-17H,2-10H2,1H3,(H,18,19)/t11-,12+,13+,15+/m0/s1
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SMILES
O(CCCCCCCCC(=O)O)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1
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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 Atoms21Rings1Aromatic Rings0Rotatable Bonds10
 van der Waals
Molecular Volume
305.80Topological Polar
Surface Area
98.29Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP3.11Molar
Refractivity
79.41