Structure database (LMSD)

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LM IDLMFA13040008
Common Nameascr#10
Systematic Name8R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)nonanoic acid
Synonyms8R-(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 CID86289662
CHEBI ID78838
InChIKeyMILZHQPVNOSJIP-WPLOAARJSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C15H28O6/c1-10(7-5-3-4-6-8-14(18)19)20-15-13(17)9-12(16)11(2)21-15/h10-13,15-17H,3-9H2,1-2H3,(H,18,19)/t10-,11+,12-,13-,15-/m1/s1
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SMILES
O([C@@H](CCCCCCC(=O)O)C)[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 Bonds9
 van der Waals
Molecular Volume
305.80Topological Polar
Surface Area
98.29Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP3.11Molar
Refractivity
79.41