Structure Database (LMSD)
Common Name
tomatine
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
- (3beta,5alpha,22beta,25S)-spirosolan-3-yl O-beta-D-glucopyranosyl-(1->2)-O-(beta-D-xylopyranosyl)-(1->3)-O-beta-D-glucopyranosyl-(1->4)-beta-D-galactopyranoside
- A''-Tomatidine
- Tomatine
- alpha-tomatine
- lycopersicin
3D model of tomatine
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
REJLGAUYTKNVJM-SGXCCWNXSA-N
InChi (Click to copy)
InChI=1S/C50H83NO21/c1-20-7-12-50(51-15-20)21(2)32-28(72-50)14-26-24-6-5-22-13-23(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)69-47-43(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
SMILES (Click to copy)
O([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
References
Calculated Physicochemical Properties
Heavy Atoms
72
Rings
10
Aromatic Rings
0
Rotatable Bonds
11
Van der Waals Molecular Volume
945.55
Topological Polar Surface Area
348.21
Hydrogen Bond Donors
13
Hydrogen Bond Acceptors
21
logP
5.03
Molar Refractivity
258.02
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Created at
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Updated at
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