CAS 17406-45-0

Tomatine

Description:

Tomatine is a glycoalkaloid compound primarily found in tomatoes and certain other members of the Solanaceae family. It is characterized by its bitter taste and is known for its potential health benefits, including antifungal and antimicrobial properties. Tomatine has a complex molecular structure, featuring a steroidal backbone with a sugar moiety, which contributes to its solubility and biological activity. The compound exhibits a range of biological effects, including the ability to inhibit the growth of certain pathogens and possibly modulating cholesterol levels. While tomatine is generally considered safe in the amounts typically consumed in tomatoes, it can be toxic in high concentrations, particularly in unripe tomatoes. Its presence in tomatoes has led to interest in its role in plant defense mechanisms and potential applications in food preservation and health supplements. Overall, tomatine represents an intriguing area of study within phytochemistry and nutrition, highlighting the complex interactions between plant compounds and human health.

Formula: C₅₀H₈₃NO₂₁

InChI: InChI=1S/C50H83NO21/c1-20-7-12-50(51-15-20)21(2)32-28(72-50)14-26-24-6-5-22-13-23(8-10-48(22,3)25(24)9-11-49(26,32)4)65-45-40(63)37(60)41(31(18-54)68-45)69-47-43(71-46-39(62)36(59)34(57)29(16-52)66-46)42(35(58)30(17-53)67-47)70-44-38(61)33(56)27(55)19-64-44/h20-47,51-63H,5-19H2,1-4H3/t20-,21-,22-,23-,24+,25-,26-,27+,28-,29+,30+,31+,32-,33-,34+,35+,36-,37+,38+,39+,40+,41-,42-,43+,44-,45+,46-,47-,48-,49-,50-/m0/s1

InChI key: InChIKey=REJLGAUYTKNVJM-SGXCCWNXSA-N

SMILES: C[C@@]12[C@@]3([C@](C[C@]1([C@]4([C@](CC2)([C@]5(C)[C@@](CC4)(C[C@@H](O[C@@H]6O[C@H](CO)[C@H](O[C@H]7[C@H](O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)[C@@H](O[C@H]9[C@H](O)[C@@H](O)[C@H](O)CO9)[C@H](O)[C@@H](CO)O7)[C@H](O)[C@H]6O)CC5)[H])[H])[H])[H])(O[C@]%10([C@H]3C)CC[C@H](C)CN%10)[H])[H]

Synonyms:

• (3beta,5alpha,22beta,25S)-Spirosolan-3-yl O-beta-D-glucopyranosyl-(1-2)-O-(beta-D-xylopyranosyl)-(1-3))-O-(beta-D-glucopyranosyl-(1-4)-beta-D-Galactopyranoside
• (3beta,5alpha,25S)-spirosolan-3-yl beta-D-glucopyranosyl-(1->2)-[beta-D-xylopyranosyl-(1->3)]-beta-D-glucopyranosyl-(1->4)-beta-D-galactopyranoside
• (3β,5α,22β,25S)-Spirosolan-3-yl O-β-<span class="text-smallcaps">D</smallcap>-glucopyranosyl-(1→2)-O-[β-<smallcap>D</smallcap>-xylopyranosyl-(1→3)]-O-β-<smallcap>D</smallcap>-glucopyranosyl-(1→4)-β-<smallcap>D</span>-galactopyranoside
• A''-Tomatidine
• Ai3-17141
• Brn 0078250
• Hsdb 3558
• Lycopersicin
• Nsc 234440
• Nsc 9223
• Spiro[8H-naphth[2′,1′:4,5]indeno[2,1-b]furan-8,2′-piperidine], β-<span class="text-smallcaps">D</span>-galactopyranoside deriv.
• Spirosolane, β-<span class="text-smallcaps">D</span>-galactopyranoside deriv.
• Tomatidine, glycoside
• Tomatin
• alpha-Tomatine
• beta-D-Galactopyranoside, (3beta,5alpha,22beta,25S)-spirosolan-3-yl O-beta-D-glucopyranosyl-(1-2)-O-(beta-D-xylopyranosyl-(1-3))-O-beta-D-glucopyranosyl-(1-4)-
• α-Tomatine
• β-<span class="text-smallcaps">D</smallcap>-Galactopyranoside, (3β,5α,22β,25S)-spirosolan-3-yl O-β-<smallcap>D</smallcap>-glucopyranosyl-(1→2)-O-[β-<smallcap>D</smallcap>-xylopyranosyl-(1→3)]-O-β-<smallcap>D</span>-glucopyranosyl-(1→4)-
• Spirosolane, β-D-galactopyranoside deriv.
• 4-27-00-01954 (Beilstein Handbook Reference)
• 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)-
• Tomatine

Tomatine from Tomato

CAS: 17406-45-0

Formula: C₅₀H₈₃NO₂₁

Purity: >80.0%(HPLC)

Color and Shape: White to Yellow to Orange powder to crystal

Molecular weight: 1,034.20

Ref: 3B-T3636

Tomatine

CAS: 17406-45-0

Formula: C₅₀H₈₃NO₂₁

Purity: ≥ 95.0%

Color and Shape: Off-white to light yellow powder

Molecular weight: 1034.18

Ref: 7W-GC5426

Tomatine

CAS: 17406-45-0

Formula: C₅₀H₈₃NO₂₁

Purity: 98%

Color and Shape: Solid

Molecular weight: 1034.1881

Ref: IN-DA001ZFB

Tomatine

CAS: 17406-45-0

Tomatine analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination.

Formula: C₅₀H₈₃NO₂₁

Purity: (HPLC) ≥95%

Color and Shape: Powder

Molecular weight: 1034.21

Ref: 11-0602

Tomatine

CAS: 17406-45-0

Formula: C₅₀H₈₃NO₂₁

Purity: 95%~99%

Molecular weight: 1034.2

Ref: BP-BP1726

Tomatine (85%)

CAS: 17406-45-0

Formula: C₅₀H₈₃NO₂₁

Purity: 85%

Color and Shape: Neat

Molecular weight: 1034.19

Ref: TR-T538510

Tomatine

CAS: 17406-45-0

(2S,3R,4S,5S,6R)-2-(((2S,3R,4S,5R,6R)-2-(((2R,3R,4R,5R,6R)-4,5-Dihydroxy-2-(hydroxymethyl)-6-(((2aS,4S,5'S,6aS,6bS,8aS,8bR,9S,10S,11aS,12aS,12bR)-5',6a,8a,9-tetramethyloctadecahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-piperidin]-4-yl)oxy)tetra

Formula: C₅₀H₈₃NO₂₁

Purity: 98%

Molecular weight: 1034.19

Ref: IN-DG154387

Tomatine

CAS: 17406-45-0

Tomatine (lycopersicin) is an antiproliferatve agent of breast adenocarcinoma cells.

Formula: C₅₀H₈₃NO₂₁

Purity: 98.42% - 99.93%

Color and Shape: Solid

Molecular weight: 1034.1881

Ref: TM-T3786

Tomatine

CAS: 17406-45-0

Natural alkaloid

Formula: C₅₀H₈₃NO₂₁

Purity: ≥ 95.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 1034.21

Ref: 5G-89905

Tomatine

CAS: 17406-45-0

Tomatine is a glycoalkaloid, which is a secondary metabolite found in tomato plants (Solanum lycopersicum). It is primarily synthesized in the leaves and stems, serving as a natural defense mechanism against pathogens. The mode of action of tomatine involves disrupting the cell membranes of microbes, leading to leakage of cellular components and eventual cell death. This disruption is due to its ability to form complexes with sterols, which are vital components of microbial membranes.

Formula: C₅₀H₈₃NO₂₁

Purity: Min. 75 Area-%

Color and Shape: White Powder

Molecular weight: 1,034.19 g/mol

Ref: 3D-OT07656

Tomatine

CAS: 17406-45-0

Formula: C₅₀H₈₃NO₂₁

Molecular weight: 1034.2

Ref: BE-RMT13446

Tomatine (Standard)

CAS: 17406-45-0

Tomatine (Standard) is a reference standard. Tomatine upregulates AIF and inhibits 20S proteasome activity, inducing neurotoxicity.

Formula: C₅₀H₈₃NO₂₁

Molecular weight: 1034.1881

Ref: TM-TMSM-1509