Structure database (LMSD)

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LM IDLMST05050029
Common NameCholesteryl-α-D-glucoside
Systematic NameCholesteryl-α-D-glucopyranoside
Synonyms-
Exact Mass
548.4077 (neutral)    Calculate m/z:
FormulaC33H56O6
CategorySterol Lipids [ST]
Main ClassSteroid conjugates [ST05]
Sub ClassOther Steroid conjugates [ST0505]
AbbrevST 27:1;O;Hex
PubChem CID126457745
InChIKeyFSMCJUNYLQOAIM-UVEDDLNZSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
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
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SMILES
OCC1O[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)C(O)[C@@H](O)[C@@H]1O
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StatusActive
ReferencesJ Bacteriol. 1995 Sep;177(18):5327-33.
Unique cholesteryl glucosides in Helicobacter pylori: composition and structural analysis.
Hirai Y1, Haque M, Yoshida T, Yokota K, Yasuda T, Oguma K.
Calculated physicochemical properties (?):
 Heavy Atoms39Rings5Aromatic Rings0Rotatable Bonds8
 van der Waals
Molecular Volume
567.76Topological Polar
Surface Area
101.45Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
6
 logP7.22Molar
Refractivity
155.25