Structure Database (LMSD)

H H O O H OH HO HO HO H H
Common Name
Sitosteryl glucoside
Systematic Name
3-O-(β-D-glucopyranosyl)-stigmast-5-en-3β-ol
Synonyms
  • Sitosteryl beta-D-glucoside
  • (3beta)-stigmast-5-en-3-yl D-glucopyranoside
  • Sitosterol glucoside
  • stigmast-5-en-3beta-yl beta-D-glucopyranoside
LM ID
LMST01040197
Formula
C35H60O6
Exact Mass
Calculate m/z
576.43899
Sum Composition
ST 29:1;O;Hex
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Stigmasterols and C24-ethyl derivatives [ST0104]

String Representations

InChiKey (Click to copy)
NPJICTMALKLTFW-OFUAXYCQSA-N
InChi (Click to copy)
InChI=1S/C35H60O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h10,20-22,24-33,36-39H,7-9,11-19H2,1-6H3/t21-,22-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,34+,35-/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)C(=CC[C@@]3([H])[C@@]4([H])[C@@](C)([C@@]([H])([C@@]([H])(CC[C@@H](CC)C(C)C)C)CC4)CC[C@]23[H])C[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)C1

References

Other Databases

CHEBI ID
67554
PubChem CID
70699351

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 5
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 602.36
Topological Polar Surface Area 101.45
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 7.85
Molar Refractivity 164.41

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Created at
-
Updated at
31st Aug 2021