Structure database (LMSD)

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LM IDLMST01150015
Common Nametomatine (W)
Systematic Name(22S,25S)-5α-spirosolan-3β-yl β-D-glucopyranosyl-(1-2)-[β-D-xylopyranosyl-
(1-3)]-β-D-glucopyranosyl-(1-4)-β-D-galactopyranoside
Synonyms(3β,5α,22β,25S)-spirosolan-3-yl O-β-D-glucopyranosyl-(1->2)-O-(β-D-
xylopyranosyl)-(1->3)-O-β-D-glucopyranosyl-(1->4)-β-D-galactopyranoside; A''-
Tomatidine; Tomatine; α-tomatine; lycopersicin
Exact Mass
1033.5458 (neutral)    Calculate m/z:
FormulaC50H83NO21
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassSolanidines and alkaloid derivatives [ST0115]
PubChem CID28523
KEGG IDC10827
CHEBI ID9630
InChIKeyREJLGAUYTKNVJM-SGXCCWNXSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C50H83NO21/c1-20-7-12-50(51-15-20)21(2)32-28(72-50)14-26-24-6-5-22-13-2
3(8-10-48(22,3)25(24)9-11-49(26,32)4)65-45-40(63)37(60)41(31(18-54)68-45)69-47-4
3(71-46-39(62)36(59)34(57)29(16-52)66-46)42(35(58)30(17-53)67-47)70-44-38(61)33(
56)27(55)19-64-44/h20-47,51-63H,5-19H2,1-4H3/t20-,21-,22-,23-,24+,25-,26-,27+,28
-,29+,30+,31+,32-,33-,34+,35+,36-,37+,38+,39+,40+,41-,42-,43+,44-,45+,46-,47-,48
-,49-,50-/m0/s1
SMILESO([C@H]1CC[C@@]2(C)[C@]([H])(C1)CC[C@@]1([H])[C@@]3([H])[C@@](C)([C@@]4([H])[C@H
](C)[C@@]5(O[C@@]4([H])C3)CC[C@H](C)CN5)CC[C@@]12[H])[C@@H]1O[C@H](CO)[C@H](O[C@
@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O[C@@H]2O[
C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms72Rings10Aromatic Rings0Rotatable Bonds11
 van der Waals
Molecular Volume
945.55Topological Polar
Surface Area
348.21Hydrogen
Bond Donors
13Hydrogen
Bond Acceptors
21
 logP5.03Molar
Refractivity
258.02