Structure database (LMSD)

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LM IDLMFA13010041
Common NameTuliposide A
Systematic Name1-O-(4-hydroxy-2-methylene-butanoyl)-β-D-glucopyranose
Synonyms-
Exact Mass
278.1002 (neutral)    Calculate m/z:
FormulaC11H18O8
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassFatty acyl glycosides of mono- and disaccharides [FA1301]
PubChem CID108011
CHEBI ID9777
InChIKeySQRUWMQAWMLKPR-DZEUPHNYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C11H18O8/c1-5(2-3-12)10(17)19-11-9(16)8(15)7(14)6(4-13)18-11/h6-9,11-16H,1-4H2/t6-,7-,8+,9-,11+/m1/s1
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SMILES
[C@H]1(OC(=O)C(=C)CCO)[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O
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StatusActive
ReferencesAstonishing diversity of natural surfactants:
1. Glycosides of fatty acids and alcohols
Valery M. Dembitsky, LIPIDS
Volume 39, Number 10, 933-953 (2004)
DOI: 10.1007/s11745-004-1316-1
PMID: 15691016
Calculated physicochemical properties (?):
 Heavy Atoms19Rings1Aromatic Rings0Rotatable Bonds6
 van der Waals
Molecular Volume
251.54Topological Polar
Surface Area
138.75Hydrogen
Bond Donors
5Hydrogen
Bond Acceptors
8
 logP-0.73Molar
Refractivity
64.24