Structure Database (LMSD)

Common Name
Cholesteryl-alpha-D-glucoside
Systematic Name
Cholest-5-en-3β-yl α-D-glucopyranoside
Synonyms
  • (3beta)-cholest-5-en-3-yl D-glucopyranoside
  • Cholesterol glucoside
  • Cholesteryl glucoside
  • Cholesteryl-alpha-D-glucoside
  • cholesteryl-alpha-D-glucopyranside
LM ID
LMST05050029
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]
Steroid conjugates [ST05]
Other Steroid conjugates [ST0505]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Helicobacter pylori (#210)
Epsilonproteobacteria (#3031852)
Unique cholesteryl glucosides in Helicobacter pylori: composition and structural analysis.,
J. Bact., 1995
Pubmed ID: 7665522

String Representations

InChiKey (Click to copy)
FSMCJUNYLQOAIM-HUAQYVKVSA-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)
O([C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@H]([C@@H](CCCC(C)C)C)CC[C@@]4([H])[C@]3([H])CC=C2C1

Other Databases

PubChem CID
101155817

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
19th Feb 2024