Structure database (LMSD)

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LM IDLMFA13040039
Common Nameascr#11
Systematic Name3R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-butanoic acid
Synonyms3R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-butanoic acid
Exact Mass
234.1103 (neutral)    Calculate m/z:
FormulaC10H18O6
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID86289642
CHEBI ID78743
InChIKeyVQZVOFZWXBQLCG-MGPZHUSASA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C10H18O6/c1-5(3-9(13)14)15-10-8(12)4-7(11)6(2)16-10/h5-8,10-12H,3-4H2,1-2H3,(H,13,14)/t5-,6+,7-,8-,10-/m1/s1
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SMILES
O([C@@H](CC(=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 Atoms16Rings1Aromatic Rings0Rotatable Bonds4
 van der Waals
Molecular Volume
219.30Topological Polar
Surface Area
98.29Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP1.15Molar
Refractivity
56.33