Structure Database (LMSD)

O H H O O H H H O HO HO HO
Common Name
18:1-Glc-Sitosterol
Systematic Name
3-O-(6'-O-(9Z-octadecenoyl)-β-D-glucopyranosyl)-stigmast-5-en-3β-ol
Synonyms
LM ID
LMST01040217
Formula
C53H92O7
Exact Mass
Calculate m/z
840.684305
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Stigmasterols and C24-ethyl derivatives [ST0104]

String Representations

InChiKey (Click to copy)
MEEONOMPSMYAQO-MBEOCFQISA-N
InChi (Click to copy)
InChI=1S/C53H92O7/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-47(54)58-36-46-48(55)49(56)50(57)51(60-46)59-41-31-33-52(6)40(35-41)27-28-42-44-30-29-43(53(44,7)34-32-45(42)52)38(5)25-26-39(9-2)37(3)4/h16-17,27,37-39,41-46,48-51,55-57H,8-15,18-26,28-36H2,1-7H3/b17-16-/t38-,39-,41+,42+,43-,44+,45+,46-,48-,49+,50-,51-,52+,53-/m1/s1
SMILES (Click to copy)
C(CCCCCCC/C=C\CCCCCCCC)(=O)OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O[C@@H]2CC3=CC[C@@]4([H])[C@]5([H])CC[C@]([H])([C@@]([H])(CC[C@@H](CC)C(C)C)C)[C@@]5(C)CC[C@]4([H])[C@@]3(C)CC2)O1

References

Other Databases

PubChem CID
70699368

Calculated Physicochemical Properties

Heavy Atoms 60
Rings 5
Aromatic Rings 0
Rotatable Bonds 26
Van der Waals Molecular Volume 917.27
Topological Polar Surface Area 107.52
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 14.44
Molar Refractivity 247.74

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Created at
-
Updated at
31st Aug 2021