Structure database (LMSD)

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LM IDLMFA13040038
Common Nameascr#12
Systematic Name5R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-hexanoic acid
Synonyms5R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-hexanoic acid
Exact Mass
262.1416 (neutral)    Calculate m/z:
FormulaC12H22O6
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID86289663
CHEBI ID78841
InChIKeyLGGOKKRYYYYXPA-VEOFNUSFSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C12H22O6/c1-7(4-3-5-11(15)16)17-12-10(14)6-9(13)8(2)18-12/h7-10,12-14H,3-6H2,1-2H3,(H,15,16)/t7-,8+,9-,10-,12-/m1/s1
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SMILES
O([C@@H](CCCC(=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 Atoms18Rings1Aromatic Rings0Rotatable Bonds6
 van der Waals
Molecular Volume
253.90Topological Polar
Surface Area
98.29Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP1.94Molar
Refractivity
65.56