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Merck
CN

T2830

Tomatine hydrate

≥95% (HPLC)

Synonym(s):

Lycopersicin, NSC 234440, NSC 9223, Spirosolane, a-Tomatine, alpha-tomatine, b-D-galactopyranoside deriv

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About This Item

Empirical Formula (Hill Notation):
C50H83NO21 · xH2O
CAS Number:
Molecular Weight:
1034.19 (anhydrous basis)
EC Number:
241-429-5
UNSPSC Code:
12352200
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assay

≥95% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: >20 mg/mL

storage temp.

room temp

Application

Tomatine has been used as a standard for HPLC-based determination of tomatine from red and green tomatoes1. It has also been used to study its teratogenic effect using frog embryos2.

Biochem/physiol Actions

When the pure compounds were isolated, alpha-Tomatine was highly effective in inhibiting all of the cell lines, whereas dehydrotomatine, tomatidenol, and tomatidine had little, if any, effect on cell inhibition. It had been previously shown that commercial tomatine, which is customarily an approximate 10:1 mixture of α-tomatine and dehydrotomatine, strongly inhibits the growth of both colon and liver cancer cells.
It had been previously shown that commercial tomatine, which is customarily an approximate 10:1 mixture of α-tomatine and dehydrotomatine, strongly inhibits the growth of both colon and liver cancer cells.

Preparation Note

Tomatine hydrate is soluble in DMSO at a concentration that is greater than 20 mg/ml.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Gabriel Mitchell et al.
Antimicrobial agents and chemotherapy, 55(5), 1937-1945 (2011-03-02)
Small-colony variants (SCVs) often are associated with chronic Staphylococcus aureus infections, such as those encountered by cystic fibrosis (CF) patients. We report here that tomatidine, the aglycon form of the plant secondary metabolite tomatine, has a potent growth inhibitory activity
Min-Wu Chao et al.
PloS one, 7(9), e44093-e44093 (2012-09-13)
α-Tomatine, a tomato glycoalkaloid, has been reported to possess antibiotic properties against human pathogens. However, the mechanism of its action against leukemia remains unclear. In this study, the therapeutic potential of α-tomatine against leukemic cells was evaluated in vitro and
Jianghong Guo et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 35(7), 882-884 (2010-06-26)
To develop an HPLC method for determination of tomatine in the dried Solanum cathayanum of China Hubei Enshi. The analysis was performed on a YMC-Pack ODS-AA column (4. 6 mm x 150 mm, 5 microm) eluted with acetonitrile and water
Gabriel Mitchell et al.
The Journal of antimicrobial chemotherapy, 67(3), 559-568 (2011-12-02)
This study characterized the multiple biological activities of the natural compound tomatidine against Staphylococcus aureus. Notably, this work examined the antibacterial activity of tomatidine in combination with other antibiotics and the influence of this compound on the expression of virulence
Hideyuki Manabe et al.
Chemical & pharmaceutical bulletin, 59(11), 1406-1408 (2011-11-02)
In the conventional method of mixer blending extraction, the yields of the tomato-saponin, esculeoside A, in the mini and middy tomatoes were found to be 0.043% and 0.046%, respectively. In order to improve the yields, we attempted a more efficient

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