Structure Database (LMSD)

OH HO HO O OH OH O O
Common Name
Tuliposide A
Systematic Name
1-O-(4-hydroxy-2-methylene-butanoyl)-β-D-glucopyranose
Synonyms
LM ID
LMFA13010041
Formula
C11H18O8
Exact Mass
Calculate m/z
278.10017
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty acyl glycosides [FA13]
Fatty acyl glycosides of mono- and disaccharides [FA1301]

String Representations

InChiKey (Click to copy)
SQRUWMQAWMLKPR-DZEUPHNYSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
[C@H]1(OC(=O)C(=C)CCO)[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Tulipa gesneriana (#13306)
Magnoliopsida (#3398)
Astonishing diversity of natural surfactants: 1. Glycosides of fatty acids and alcohols.,
Lipids, 2004
Pubmed ID: 15691016

Other Databases

KEGG ID
C08561
CHEBI ID
9777
PubChem CID
108011

Calculated Physicochemical Properties

Heavy Atoms 19
Rings 1
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 251.54
Topological Polar Surface Area 138.75
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP -0.73
Molar Refractivity 64.24

Admin

Created at
-
Updated at
14th Jun 2021