Structure Database (LMSD)

Common Name
cholesteryl beta-D-xyloside
Systematic Name
cholest-5-en-3β-yl β-D-xylopyranoside
Synonyms
  • Cholesterol xyloside
  • Cholesteryl xyloside
  • Cholesteryl-beta-D-xyloside
  • cholesteryl-beta-D-xyloside
LM ID
LMST01010448
Formula
C32H54O5
Exact Mass
Calculate m/z
518.397125
Status
Curated
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
Homo sapiens (#9606)
Mammalia (#40674)
Human glucocerebrosidase mediates formation of xylosyl-cholesterol by β-xylosidase and transxylosidase reactions.,
J Lipid Res, 2020
Pubmed ID: 33361282

String Representations

InChiKey (Click to copy)
UOCVCGQIJOLRSA-INKJFGPASA-N
InChi (Click to copy)
InChI=1S/C32H54O5/c1-19(2)7-6-8-20(3)24-11-12-25-23-10-9-21-17-22(37-30-29(35)28(34)27(33)18-36-30)13-15-31(21,4)26(23)14-16-32(24,25)5/h9,19-20,22-30,33-35H,6-8,10-18H2,1-5H3/t20-,22+,23+,24-,25+,26+,27-,28+,29-,30+,31+,32-/m1/s1
SMILES (Click to copy)
C1[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)CO2)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
189067
PubChem CID
162422402

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 5
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 541.67
Topological Polar Surface Area 81.22
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 7.57
Molar Refractivity 148.73

Admin

Created at
30th Dec 2020
Updated at
30th Dec 2020