Structure Database (LMSD)

HO HO HO O O O O H H H
Common Name
14:0-Glc-Cholesterol
Systematic Name
Cholesteryl-6-O-tetradecanoyl-α-D-glucopyranoside
Synonyms
  • Cholesteryl-6-O-myristoyl-alpha-D-glucoside
  • 3-O-(6'-O-tetradecanoyl-alpha-D-glucopyranosyl)-cholest-5-en-3beta-ol
LM ID
LMST05050030
Formula
C47H82O7
Exact Mass
Calculate m/z
758.606055
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Other Steroid conjugates [ST0505]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

String Representations

InChiKey (Click to copy)
WGLLNBXQHLWMOQ-HJUIBCSUSA-N
InChi (Click to copy)
InChI=1S/C47H82O7/c1-7-8-9-10-11-12-13-14-15-16-17-21-41(48)52-31-40-42(49)43(50)44(51)45(54-40)53-35-26-28-46(5)34(30-35)22-23-36-38-25-24-37(33(4)20-18-19-32(2)3)47(38,6)29-27-39(36)46/h22,32-33,35-40,42-45,49-51H,7-21,23-31H2,1-6H3/t33-,35+,36+,37-,38+,39+,40-,42-,43+,44-,45+,46+,47-/m1/s1
SMILES (Click to copy)
C(OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O[C@H]2CC[C@]3(C)[C@@]4([H])CC[C@]5(C)[C@@H]([C@@H](CCCC(C)C)C)CC[C@@]5([H])[C@]4([H])CC=C3C2)O1)(CCCCCCCCCCCCC)=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Helicobacter pylori (#210)
Epsilonproteobacteria (#29547)
Unique cholesteryl glucosides in Helicobacter pylori: composition and structural analysis.,
J. Bact., 1995
Pubmed ID: 7665522

Other Databases

PubChem CID
101155818

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 5
Aromatic Rings 0
Rotatable Bonds 22
Van der Waals Molecular Volume 816.11
Topological Polar Surface Area 107.52
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 12.47
Molar Refractivity 220.20

Admin

Created at
-
Updated at
2nd Aug 2021