Structure database (LMSD)

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LM IDLMFA13040009
Common Nameascr#18
Systematic Name10R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)undecanoic acid
Synonyms10R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-undecanoic
acid
Exact Mass
332.2199 (neutral)    Calculate m/z:
FormulaC17H32O6
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID78093979
CHEBI ID78955
InChIKeyAHRWSOYISAIFOZ-JRBZFYFNSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C17H32O6/c1-12(9-7-5-3-4-6-8-10-16(20)21)22-17-15(19)11-14(18)13(2)23-17/h12-15,17-19H,3-11H2,1-2H3,(H,20,21)/t12-,13+,14-,15-,17-/m1/s1
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SMILES
O([C@@H](CCCCCCCCC(=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 Atoms23Rings1Aromatic Rings0Rotatable Bonds11
 van der Waals
Molecular Volume
340.40Topological Polar
Surface Area
98.29Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP3.89Molar
Refractivity
88.64