Structure Database (LMSD)

Common Name
Cholestanyl glucoside
Systematic Name
3-O-(β-D-glucopyranosyl)-5α-cholestan-3β-ol
Synonyms
  • Cholestanyl beta-D-glucoside
  • (3beta)-5alpha-cholestan-3-yl D-glucopyranoside
  • Cholestanol glucoside
  • 5alpha-Cholestan-3beta-yl D-glucopyranoside
LM ID
LMST01010366
Formula
C33H58O6
Exact Mass
Calculate m/z
550.42334
Sum Composition
ST 27:0;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
Arabidopsis thaliana (#3702)
Magnoliopsida (#3398)
Quantification of sterol lipids in plants by quadrupole time-of-flight mass spectrometry.,
J Lipid Res, 2011
Pubmed ID: 21382968

String Representations

InChiKey (Click to copy)
WCKMVARSQFCTKY-DQWBMVLWSA-N
InChi (Click to copy)
InChI=1S/C33H58O6/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/h19-31,34-37H,6-18H2,1-5H3/t20-,21+,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)C[C@]2([H])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

PubChem CID
57400295

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 5
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 570.40
Topological Polar Surface Area 101.45
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 7.30
Molar Refractivity 155.27

Admin

Created at
-
Updated at
5th Feb 2021