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Substance Name: Tomatine hydrochloride
RN: 17605-83-3
InChIKey: AHDNQVYAFYPIOB-PYJACAFUSA-N

Note

  • An alkaloid that occurs in the extract of leaves of wild tomato plants. It has been found to inhibit the growth of various fungi and bacteria. It is used as a precipitating agent for steroids. (From The Merck Index, 11th ed)

Classification Code

  • Skin / Eye Irritant

Molecular Formula

  • C50-H83-N-O21.Cl-H

Molecular Weight

  • 1070.6526
 
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Names and Synonyms

Name of Substance

  • Tomatine hydrochloride

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 hydrochloride
  • Tomatine hydrochloride

Systematic Names

  • alpha-Tomatine, hydrochloride
  • beta-D-Galactopyranoside, (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)-, hydrochloride

Registry Numbers

CAS Registry Number

  • 17605-83-3

System Generated Number

  • 0017605833

Molecular Formulas

Molecular Formula

  • C50-H83-N-O21.Cl-H

Molecular Formula Fragments

  • C50-H83-N-O21
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C50H83NO21.ClH/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;1H/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

InChIKey

AHDNQVYAFYPIOB-PYJACAFUSA-N

Smiles

Cl.C[C@H]1CC[C@]2(NC1)O[C@H]3C[C@H]4[C@@H]5CC[C@H]6C[C@H](CC[C@]6(C)[C@H]5CC[C@]4(C)[C@H]3[C@@H]2C)O[C@@H]7O[C@H](CO)[C@H](O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O[C@@H]9OC[C@@H](O)[C@H](O)[C@H]9O)[C@H]8O[C@@H]%10O[C@H](CO)[C@@H](O)[C@H](O)[C@H]%10O)[C@H](O)[C@H]7O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 18mg/kg (18mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: EXCITEMENT
Toxicology and Applied Pharmacology. Vol. 3, Pg. 39, 1961.