TOMATINE
- CAS No.
- 17406-45-0
- Chemical Name:
- TOMATINE
- Synonyms
- TOMATIN;omatine;Tomatie;TOMATINE;NSC 9223;a-Tomatine;NSC 234440;LYOCPERSICIN;LYCOPERSICIN;LYCOPERISCIN
- CBNumber:
- CB1292394
- Molecular Formula:
- C50H83NO21
- Molecular Weight:
- 1034.19
- MOL File:
- 17406-45-0.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/4/28 16:56:32
| 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) |
| CAS DataBase Reference | 17406-45-0 |
SAFETY
Risk and Safety Statements
| 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) | |||||||||
| NFPA 704 |
|
TOMATINE Chemical Properties,Uses,Production
Description
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]20D - 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.
Chemical Properties
Faintly beige powder
Uses
Tomatine is used as an antiproliferatice agent used in the suppression of breast adenocarcinoma cells.
Definition
ChEBI: A steroid alkaloid that is tomatidine in which the hydroxy group at position 3 is linked to lycotetraose, a tetrasaccharide composed of two units of D-glucose, one unit of D-xylose, and one unit of D-galac ose.
Purification Methods
Tomatine is recrystallised from MeOH, EtOH, aqueous EtOH or dioxane/NH3. It is almost insoluble in pet ether, Et2O or H2O. [Reichstein Angew Chem 74 887 1962, Beilstein 27 III/IV 1954.]
References
Fontaine et al., Arch. Biochem., 18,467 (1948)
Kuhn, Low., Ber., 81, 552 (1948)
Kuhn, Low, Gauhe., ibid, 83,448 (1950)
Fontaine et al., Arch. Biochem., 27,461 (1950)
Fontaine et al., J. Amer. Chern. Soc., 73, 878 (1951)
Kuhn, Low, Trischmann., Angew. Chern., 68, 212 (1956)
Kuhn et al., Ber., 90, 203 (1957)
TOMATINE Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| CHEMSWORTH | +91-261-2397244 | New Delhi, India | 6707 | 30 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| Chengdu Greenpure Biopharma CO.,Ltd | +8618283602253 | China | 952 | 58 | Inquiry |
| Hebei Mojin Biotechnology Co., Ltd | +86 13288715578 +8613288715578 | China | 12460 | 58 | Inquiry |
| Ouhuang Engineering Materials (Hubei) Co., Ltd | +86-86177 | China | 2952 | 58 | Inquiry |
| Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 | China | 9338 | 55 | Inquiry |
| career henan chemical co | +86-0371-86658258 +8613203830695 | China | 29899 | 58 | Inquiry |
| Chengdu Biopurify Phytochemicals Ltd. | +8618080483897 | China | 3424 | 58 | Inquiry |
| Hebei Guanlang Biotechnology Co., Ltd. | +86-19930503282 | China | 8827 | 58 | Inquiry |
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