Structure Database (LMSD)

OH O HO HO HO H H H O H H
Common Name
cholesteryl beta-D-glucoside
Systematic Name
cholest-5-en-3β-yl β-D-glucopyranoside
Synonyms
  • (3beta)-cholest-5-en-3-yl D-glucopyranoside
  • Cholesterol glucoside
  • Cholesteryl glucoside
  • Cholesteryl-beta-D-glucoside
  • cholesteryl-beta-D-glucoside
LM ID
LMST01010173
Formula
C33H56O6
Exact Mass
Calculate m/z
548.40769
Sum Composition
ST 27:1;O;Hex
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

String Representations

InChiKey (Click to copy)
FSMCJUNYLQOAIM-UQBZCTSOSA-N
InChi (Click to copy)
InChI=1S/C33H56O6/c1-19(2)7-6-8-20(3)24-11-12-25-23-10-9-21-17-22(13-15-32(21,4)26(23)14-16-33(24,25)5)38-31-30(37)29(36)28(35)27(18-34)39-31/h9,19-20,22-31,34-37H,6-8,10-18H2,1-5H3/t20-,22+,23+,24-,25+,26+,27-,28-,29+,30-,31-,32+,33-/m1/s1
SMILES (Click to copy)
C1[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)CC2=CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@@]([H])(CCCC(C)C)C)[C@@]4(C)CC[C@]3([H])[C@@]2(C)C1

References

Other Databases

KEGG ID
C03855
CHEBI ID
17495
PubChem CID
70699275

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 5
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 567.76
Topological Polar Surface Area 101.45
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 7.22
Molar Refractivity 155.25

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Created at
-
Updated at
31st Aug 2021