Structure database (LMSD)

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LM IDLMFA13040014
Common Nameoscr#9
Systematic Name5-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-tridecanoic acid
Synonyms5-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-pentanoic acid
Exact Mass
248.1260 (neutral)    Calculate m/z:
FormulaC11H20O6
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID86289771
CHEBI ID79133
InChIKeyRGLRYSHQCRBEIV-YSSBGUOXSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C11H20O6/c1-7-8(12)6-9(13)11(17-7)16-5-3-2-4-10(14)15/h7-9,11-13H,2-6H2,1H3,(H,14,15)/t7-,8+,9+,11+/m0/s1
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SMILES
O(CCCCC(=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 Atoms17Rings1Aromatic Rings0Rotatable Bonds6
 van der Waals
Molecular Volume
236.60Topological Polar
Surface Area
98.29Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP1.54Molar
Refractivity
60.94