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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
MDL Number:
MFCD00016888
MOL File:
17406-45-0.mol
MSDS File:
SDS
Last updated:2024-04-28 16:56:32

TOMATINE 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)
form Solid
pka 12.77±0.70(Predicted)
color White to Off-White
Merck 14,9545
LogP 2.220 (est)
CAS DataBase Reference 17406-45-0
EWG's Food Scores 1
FDA UNII 31U6547O08

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
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
0
2 0

TOMATINE price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical T3636 Tomatine from Tomato >80.0%(HPLC) 17406-45-0 100mg $222 2024-03-01 Buy
Usbiological 297817 Tomatine 17406-45-0 25mg $355 2021-12-16 Buy
TRC T538510 Tomatine(85%) 17406-45-0 5mg $150 2021-12-16 Buy
Usbiological 301067 Tomatine 17406-45-0 10mg $490 2021-12-16 Buy
Medical Isotopes, Inc. 72695 Tomatine(85%) 17406-45-0 50mg $610 2021-12-16 Buy
Product number Packaging Price Buy
T3636 100mg $222 Buy
297817 25mg $355 Buy
T538510 5mg $150 Buy
301067 10mg $490 Buy
72695 50mg $610 Buy

TOMATINE Chemical Properties,Uses,Production

Health Benifits

Tomatine (sometimes called tomatin or lycopersicin) is a glycoalkaloid, found in the stems and leaves of tomato plants, and in the fruits at much lower concentrations. It has fungicidal, antimicrobial, and insecticidal properties. Chemically pure tomatine is a white crystalline solid at standard temperature and pressure. Tomatine, as well as the closely related aglycon (or aglycone) derivative tomatidine have been shown to have multiple health benefits.
Tomatine is 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-galactose. It has a role as an immunological adjuvant, a phytotoxin and an antifungal agent. It is a steroid alkaloid, a tetrasaccharide derivative, an alkaloid antibiotic and a glycoside. It derives from a tomatidine.

Tomatine Toxin Symptoms

The possible risks of tomatine for humans have not been formally studied, so no NOAEL can be deduced. The toxicity of tomatine has only been studied on laboratory animals. The symptoms of acute tomatine poisoning in animals are similar to the symptoms of poisoning by solanine, a potato glycoalkaloid. These symptoms include vomiting, diarrhea, abdominal pain, drowsiness, confusion, weakness, and depression. Generally, tomatine is regarded to cause less toxic effect to mammals than other alkaloids such as solanine. The amount of tomatine absorbed by the human body as well as the possible metabolism is unknown. There is no evidence that consumption of tomatoes causes acute toxic or genotoxic effects.

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.

Uses

Precipitating agent for steroids.

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.

target

NF-kB | PI3K | Akt | ERK | MMP(e.g.TIMP) | AP-1 | ROS | Calcium Channel

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

Raw materials

Preparation Products

Global( 163)Suppliers
Supplier Tel Email Country ProdList Advantage
Chengdu Greenpure Biopharma CO.,Ltd
18283602253 jancyzheng@gcgreenpure.com China 952 58
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12471 58
Ouhuang Engineering Materials (Hubei) Co., Ltd
+8617702722807 admin@hbouhuang.com China 3001 58
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9341 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3424 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282 alice@crovellbio.com China 8822 58
Shaanxi Pioneer Biotech Co., Ltd .
+8613259417953 sales@pioneerbiotech.com China 3000 58

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View Lastest Price from TOMATINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
TOMATINE pictures 2024-04-28 TOMATINE
17406-45-0
US $50.00 / kg 1kg 99.10% 50000kg Ouhuang Engineering Materials (Hubei) Co., Ltd
TOMATINE pictures 2023-08-11 TOMATINE
17406-45-0
US $0.00-0.00 / KG 1KG 99% 10000kg/monnth Hebei Mojin Biotechnology Co., Ltd
TOMATINE pictures 2023-04-05 TOMATINE
17406-45-0
US $10.00 / KG 1KG 99% 10 mt Hebei Guanlang Biotechnology Co., Ltd.
  • TOMATINE pictures
  • TOMATINE
    17406-45-0
  • US $50.00 / kg
  • 99.10%
  • Ouhuang Engineering Materials (Hubei) Co., Ltd
  • TOMATINE pictures
  • TOMATINE
    17406-45-0
  • US $0.00-0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
  • TOMATINE pictures
  • TOMATINE
    17406-45-0
  • US $10.00 / KG
  • 99%
  • Hebei Guanlang Biotechnology Co., Ltd.
TOMATIN TOMATINE a’’-tomatidine alpha-tomatine beta-d-galactopyranoside,(3beta,5alpha,22beta,25s)-spirosolan-3-ylo-beta-d-gl tomatidine,glycoside ucopyranosyl-(1-2)-o-(beta-d-xylopyranosyl-(1-3))-o-beta-d-glucopyranosyl-(1-4 LYCOPERISCIN LYCOPERSICIN LYOCPERSICIN 22S,25S,5ALPHA-TOMATANIN-3BETA-OL 3-O-BETA-D-GLUCOPYRANOSYL-(1->2)-O-BETA-D-[3-O-BETA-D-XYLOPYRANOSYL GLUCOPYRANOSYL]-(1->4)-O-BETA-D-GALACTOPYRANOSIDE .beta.-D-Galactopyranoside, (3.beta.,5.alpha.,22.beta.,25S)-spirosolan-3-yl O-.beta.-D-glucopyranosyl-(1?2)-O-.beta.-D-xylopyranosyl-(1?3)-O-.beta.-D-glucopyranosyl-(1?4)- LYCOPERSICIN(TOMATINE)(RG) TOMATINE(ST) TOMATINE (SYN. LYCOPERSICIN) Tomatine [for Cholesterol assay] spirosolan-3-ylO-β-D-glucopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-O-β-D-glucopyranosyl-(1→4)- β-D-Galactopyranoside,(3β,5α,22β,25S)- [(22S,25S)-5α-Spirosolan-3β-yl]4-O-[2-O-(β-D-glucopyranosyl)-3-O-(β-D-xylopyranosyl)-β-D-glucopyranosyl]-β-D-galactopyranoside LYCOPERSICIN(SEE TOMATINE)(RG) TOMATINE(RG) Tomatine ,95% [for Cholesterol assay] ToMatine  ToMatine (85%) a-Tomatine b-D-galactopyranoside deriv Tomatine hydrate LYCOPERISCIN tlc NSC 234440 NSC 9223 Tomatine from Tomato β-D-Galactopyranoside, (3β,5α,22β,25S)-spirosolan-3-yl O-β-D-glucopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-O-β-D-glucopyranosyl-(1→4)- omatine LICOPERSICIN Tomatie 17406-45-0 C50H83NO21 Steroids Alkaloids (Others) Steroidglycosides Sugars Glycosides Alkaloids Alkaloids Alkaloids (Others) Biochemistry Glycosides Steroidglycosides Steroids Sugars