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PHL89905

Tomatine

phyproof® Reference Substance

Synonym(s):

Lycopersicin

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About This Item

Empirical Formula (Hill Notation):
C50H83NO21
CAS Number:
17406-45-0
Molecular Weight:
1034.19
Beilstein/REAXYS Number:
78250
MDL number:
MFCD00016888
UNSPSC Code:
41116107
NACRES:
NA.24

grade

primary reference standard

product line

phyproof® Reference Substance

assay

≥95.0% (HPLC)

manufacturer/tradename

PhytoLab

mp

300-305 °C (dec.)

application(s)

food and beverages

format

neat

SMILES string

C[C@H]1CCC2(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

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

InChI key

REJLGAUYTKNVJM-SGXCCWNXSA-N

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General description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Application


  • Investigating Tomatine′s role in intestinal barrier integrity: A study on steroidal glycoalkaloids, including Tomatine, explores their impact on barrier integrity, permeability, metabolism, and uptake in intestinal cells, providing valuable insights for pharmaceutical applications related to digestive health and drug delivery systems (Keuter et al., 2024).

Legal Information

phyproof is a registered trademark of PhytoLab GmbH & Co. KG

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
135630500
80658745
111963363
71093964

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Simona Serratì et al.
International journal of molecular sciences, 21(15) (2020-07-29)
There is a growing interest in the cytotoxic effects of bioactive glycoalkaloids, such as α-tomatine on tumor cells. Here, for the first time, we determine the antitumor potential of tomatine, a mixture of α-tomatine and dehydrotomatine, in metastatic melanoma (MM)

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