Identification

PhytoHub ID
PHUB000856
Name
Tomatine
Synonyms
  • A''-Tomatidine
  • Lycopericin
  • Lycopersicin
  • Tomatine (alpha-)
CAS Number
17406-45-0
Average Mass
1034.1881
Monoisotopic Mass
1033.545758723
Chemical Formula
C50H83NO21
IUPAC Name
tomatin
InChI Key
REJLGAUYTKNVJM-SGXCCWNXSA-N
InChI Identifier
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
C[C@H]1[C@H]2[C@H](C[C@H]3[C@@H]4CC[C@H]5C[C@H](CC[C@]5(C)[C@H]4CC[C@]23C)O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@@H]4OC[C@@H](O)[C@H](O)[C@H]4O)[C@H]3O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)O[C@@]11CC[C@H](C)CN1
Structure

Calculated Properties

Solubility (ALOGPS)
1.71e+00 g/l
LogS (ALOGPS)
-2.78
LogP (ALOGPS)
-0.14
Hydrogen Acceptors
22
Hydrogen Donors
13
Rotatable Bond Count
11
Polar Surface Area
337.85999999999996
Refractivity
244.7875000000001
Polarizability
111.29108109502602
Formal Charge
0
Physiological Charge
1
pKa (strongest basic)
9.539133055650797
pKa (strongest acidic)
11.779281985325843
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Taxonomy

Family
N-containing compounds
Class
Alkaloids
Sub-class
Steroid alkaloids

Spectra

No spectra information available

Food Sources

NameGroup
Cherry tomatoVegetables, Fruit vegetables PublicationsShow
Green tomatoVegetables, Fruit vegetables PublicationsShow
KetchupCondiments and seasonings PublicationsShow
TomatoVegetables, Fruit vegetables PublicationsShow
Tomato juiceBeverages, Non-alcoholic PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsFormulaMonoisotopic mass
Tomatine TomatidinemouseplasmaC27H45NO2415.345029693 Publications
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