22153-44-2

Basic information

• Product Name: TRIBULOSIDE
• Synonyms: Fructus Tribuli P.E;5,7-Dihydroxy-2-(4-Hydroxyphenyl)-4-Oxo-4H-Chromen-3-Yl 6-O-[(2Z)-3-(4-Hydroxyphenyl)-2-Propenoyl]-beta-D-Glucopyranoside;Tribuloside A;5,7-Dihydroxy-2-(4-hydroxyphenyl)-3-[[6-O-[3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-beta-D-glucopyranosyl]oxy]-4H-1-benzopyran-4-one;TRIBULOSIDE
• CAS NO: 22153-44-2
• Molecular Formula: C₃₀H₂₆O₁₃
• Molecular Weight: 594.5196
• Mol File: 22153-44-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 943.887 °C at 760 mmHg
• Flash Point: 311.861 °C
• Appearance: /
• Density: 1.687 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.759
• PKA: 6.20±0.40(Predicted)
• CAS DataBase Reference: TRIBULOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIBULOSIDE(22153-44-2)
• EPA Substance Registry System: TRIBULOSIDE(22153-44-2)

Safety Data

• Hazardous Substances Data: 22153-44-2(Hazardous Substances Data)

Usage

General Description

Tribuloside is a plant-derived chemical compound found in the plant Tribulus terrestris. It belongs to a class of compounds known as saponins, which are commonly found in various plant species. Tribuloside is known for its potential health benefits, including as an antioxidant and anti-inflammatory agent. It has also been studied for its potential to improve fertility and sexual function. Tribuloside has been investigated for its potential as a natural alternative to pharmaceutical drugs for conditions such as erectile dysfunction and infertility. Research on tribuloside is ongoing, and it continues to garner interest for its potential therapeutic properties.

InChI:InChI=1/C30H26O13/c31-16-6-1-14(2-7-16)3-10-22(35)40-13-21-24(36)26(38)27(39)30(42-21)43-29-25(37)23-19(34)11-18(33)12-20(23)41-28(29)15-4-8-17(32)9-5-15/h1-12,21,24,26-27,30-34,36,38-39H,13H2/b10-3-/t21-,24-,26+,27-,30+/m1/s1

Upstream product

• 20316-62-5 Tiliroside 
• 22153-44-2 trans-tiliroside 
• 74712-68-8 kaempferol 3-O-(3'',6''-di-O-E-p-coumaroyl)-β-D-glucopyranoside 
• 256442-36-1 6''-O-p-coumaroylastragalin heptaacetate 

Downstream Products

• 20316-62-5 Tiliroside 
• 22153-44-2 trans-tiliroside 
• 50-99-7 D-glucose 
• 520-18-3 kaempferol 
• 7400-08-0 p-Coumaric Acid 
• 2280-44-6 D-Glucose 
• 480-10-4 astragalin 
• 256442-36-1 6''-O-p-coumaroylastragalin heptaacetate 

Relevant articles and documents

A highly efficient transformation of cis- to trans-cinnamic acid derivatives by iodine

Cinnamic acid derivatives (CAs), which have proven to be versatile components, are present in abundance in biologically active natural products, and are widely used as intermediates in the manufacture of pharmaceuticals, and chemicals. The presence of cis- and trans-CAs created difficulties for natural product and organic synthetic studies. A highly efficient method that utilized iodine to entirely convert cis- CAs into their trans-forms was developed to solve this problem. The mechanism of study revealed this conversion occurred via an anti-diiodo intermediate.

Structure Elucidation and Synthesis of Flavonol Acylglycosides. III. The Synthesis of Tiliroside

Naturally occurring kaempferol 3-O-β-D-(6''-O-coumaroyl)glucopyranoside (tiliroside) has been synthesized thereby confirming its structure.This is the first acylated flavonoid glycoside to be synthesized.