Structure database (LMSD)

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LM IDLMFA13040006
Common Nameascr#7
Systematic Name6R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2E-heptenoic acid
Synonyms6R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-heptenoic
acid
Exact Mass
274.1416 (neutral)    Calculate m/z:
FormulaC13H22O6
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID86289656
CHEBI ID78830
InChIKeyGGHOMCWJOMBZEK-LHYQPRBASA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C13H22O6/c1-8(5-3-4-6-12(16)17)18-13-11(15)7-10(14)9(2)19-13/h4,6,8-11,13-15H,3,5,7H2,1-2H3,(H,16,17)/b6-4+/t8-,9+,10-,11-,13-/m1/s1
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SMILES
O([C@@H](CC/C=C/C(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1
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StatusActive
ReferencesA Shortcut to Identifying Small Molecule Signals That Regulate Behavior and Development in Caenorhabditis Elegans
Proc Natl Acad Sci U S A. 2009
DOI: 10.1073/pnas.0811918106
PMID: 19346493
Calculated physicochemical properties (?):
 Heavy Atoms19Rings1Aromatic Rings0Rotatable Bonds6
 van der Waals
Molecular Volume
268.56Topological Polar
Surface Area
98.29Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP2.10Molar
Refractivity
70.08