Structure Database (LMSD)

Common Name
cholesteryl beta-D-galactoside
Systematic Name
cholest-5-en-3β-yl β-D-galactopyranoside
Synonyms
  • (3beta)-cholest-5-en-3-yl D-galactopyranoside
  • Cholesterol galactoside
  • Cholesteryl galactoside
  • Cholesteryl-beta-D-galactoside
  • cholesteryl-beta-D-galactoside
LM ID
LMST01010396
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

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mus musculus (#10090)
Mammalia (#40674)
Glucocerebrosidases catalyze a transgalactosylation reaction that yields a newly-identified brain sterol metabolite, galactosylated cholesterol.,
J Biol Chem, 2020
Pubmed ID: 33509573

String Representations

InChiKey (Click to copy)
FSMCJUNYLQOAIM-YQDUOBHUSA-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

Other Databases

CHEBI ID
189066
PubChem CID
11613669

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

Admin

Created at
13th Mar 2020
Updated at
27th May 2020