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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
Product Name
Tomatine hydrate, ≥95% (HPLC)
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.
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Sui-Ting Lee et al.
PloS one, 8(2), e57708-e57708 (2013-02-26)
Nuclear factor-kappa B (NF-κB) plays a role in prostate cancer and agents that suppress its activation may inhibit development or progression of this malignancy. Alpha (α)-tomatine is the major saponin present in tomato (Lycopersicon esculentum) and we have previously reported
Sui-Ting Lee et al.
PloS one, 6(4), e18915-e18915 (2011-05-05)
Alpha-tomatine (α-tomatine) is the major saponin in tomato (Lycopersicon esculentum). This study investigates the chemopreventive potential of α-tomatine on androgen-independent human prostatic adenocarcinoma PC-3 cells. Treatment of highly aggressive human prostate cancer PC-3 cells with α-tomatine resulted in a concentration-dependent
Jiunn-Min Shieh et al.
Cell biochemistry and biophysics, 60(3), 297-310 (2011-01-26)
α-Tomatine, isolated from Lycopersicon esculentum Linn., is a naturally occurring steroidal glycoalkaloid in immature green tomatoes. Some reports demonstrated that α-tomatine had various anticarcinogenic properties. The purpose of this study is to investigate the anti-metastatic effect of α-tomatine in NCI-H460
Structural relationships and development toxicity of Solanum alkaloids in the frog embryo teratogenesis assay-Xenopus.
Friedman, M., et al.
Journal of Agricultural and Food Chemistry, 40(9), 1617-1624 (1992)
Maxim Itkin et al.
The Plant cell, 23(12), 4507-4525 (2011-12-20)
Steroidal alkaloids (SAs) are triterpene-derived specialized metabolites found in members of the Solanaceae family that provide plants with a chemical barrier against a broad range of pathogens. Their biosynthesis involves the action of glycosyltransferases to form steroidal glycoalkaloids (SGAs). To
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