Tomatine from Tomato , >80.0%(HPLC) , 17406-45-0

CAS NO.：17406-45-0

Empirical Formula: C50H83NO21

Molecular Weight: 1034.19

MDL number: MFCD00016888

EINECS: 241-429-5

PRODUCT Properties

• Melting point: 300-305°C
• alpha: D20 -18° (c = 0.55 in pyridine)
• Boiling point: 806.69°C (rough estimate)
• Density: 1.48±0.1 g/cm3 (20 ºC 760 Torr)
• refractive index: 1.5280 (estimate)
• storage temp.: 2-8°C
• solubility: DMSO (Slightly), Methanol (Slightly, Heated), Pyridine (Slightly)
• pka: 12.77±0.70(Predicted)
• form: Solid
• color: White to Off-White
• Merck: 14,9545
• LogP: 2.220 (est)

Description and Uses

This glycosidic alkaloid has been obtained from the dried leaves of Lycopersicum pimpinelli/olium (Syn. Solanum racemigerum) and also occurs in L. esculentum; L. hirsutum; L. peruvianum; L. peruvianum var. chutatum and L. putatum. The alkaloid forms colourless needles from MeOH and has a somewhat indefinite melting point about 270°C. It is laevorotatory with [α]²⁰_D - 30° (pyridine) and on hydrolysis with H2S04 yields tomatidine, I mole of galactose, 2 moles of glucose and 1 mole of xylose. The tetrasaccharide unit is known as lycotetraose. Partial hydrolysis with acid yields a series of products depending upon which, and how many, of the sugar residues are split off from the molecule. Those which have been isolated are: tomatidine lycotriose I (galactose-glucose-glucose); tomatidine lycotriose II (galactose-glucose-xylose); tomatidine lycobiose (galactose-glucose) and tomatidine-galactose.

Tomatine is used as an antiproliferatice agent used in the suppression of breast adenocarcinoma cells.

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H302
• Precautionary statements: P264-P270-P301+P312-P330-P501
• Hazard Codes: Xn
• Risk Statements: 23/25-22
• Safety Statements: 45-24/25-22
• RIDADR: 1544
• RTECS: XW1050000
• HS Code: 29329990
• Toxicity: LD orally in rats: 900-1000 mg/kg (Wilson)