Description

IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5’S,6S,7S,8R,9S,12S,13S,16S,18S)-5′,7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2′-piperidine]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

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

InChIKey: REJLGAUYTKNVJM-SGXCCWNXSA-N

Canonical SMILES: CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)C)C)C)NC1

Isomeric SMILES: C[C@H]1CC[C@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)C)C)C)NC1

Synonyms: Tomatine; Lycopersicin; alpha-Tomatine; A”-Tomatidine; 17406-45-0; Tomatin; CHEBI:9630; Tomatidine, glycoside; …

Botanical Source: Lycopersicon esculentum Mill.

Technical Specifications

• Molecular Formula: C₅₀H₈₃NO₂₁
• Category: Steroidal glycoalkaloid
• Applications: Cancer research, anti-fungal studies
• Source: Tomato plants (Solanum lycopersicum)

Research Applications

Primary Research Areas

1. Cancer Research

   • Anticancer effects
   • Androgen-independent prostate cancer studies
   • Cell proliferation inhibition
   • Apoptosis induction

2. Antimicrobial Studies

   • Antifungal effects
   • Antibacterial research
   • Pathogen resistance
   • Defense mechanisms

Key Research Properties

1. Biological Activities

   • Cholesterol binding
   • Vaccine adjuvant properties
   • Protein antigen delivery
   • Therapeutic oligonucleotide delivery

2. Molecular Mechanisms

   • NFkB/ERK signaling pathway
   • Multiple protein targets
   • Immunomodulating effects
   • Cell death pathways

Research Significance

1. Therapeutic Applications

   • Chemopreventive agent
   • Chemotherapeutic potential
   • Vaccine development
   • Drug delivery systems

2. Defense Properties

   • Protection against infections
   • Insect resistance
   • Bacterial defense
   • Viral protection

Storage & Handling

• Store protected from light
• Temperature controlled
• Available in research quantities
• Stability data provided

Quality Assurance

• Full spectroscopic characterization
• Comprehensive Certificate of Analysis
• Batch-specific profiles
• Research-grade documentation

Target Applications

• Cancer research centers
• Drug development facilities
• Vaccine research
• Academic institutions

For detailed technical information, bulk quantities, or custom requirements, contact BIORLAB’s scientific team.

Note: This product is intended for laboratory research purposes only.