89919-62-0

Basic information

• Product Name: (E,E)-3,5-Di-O-caffeoylquinic acid
• Synonyms: (E,E)-3,5-Di-O-caffeoylquinic acid;(-)-3,5-Dicaffeoyl quinic acid;(1S,3R,4S,5R)-3,5-Bis(((E)-3-(3,4-dihydroxyphenyl)acryloyl)-oxy)-1,4-dihydroxycyclohexanecarboxyl;3, 5-O-Dicaffeoylquinic acid
• CAS NO: 89919-62-0
• Molecular Formula: C₂₅H₂₄O₁₂
• Molecular Weight: 516.45086
• Mol File: 89919-62-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 826.2±65.0 °C(Predicted)
• Appearance: /
• Density: 1.64
• Storage Temp.: 2-8°C
• PKA: 3.52±0.50(Predicted)
• CAS DataBase Reference: (E,E)-3,5-Di-O-caffeoylquinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (E,E)-3,5-Di-O-caffeoylquinic acid(89919-62-0)
• EPA Substance Registry System: (E,E)-3,5-Di-O-caffeoylquinic acid(89919-62-0)

Safety Data

• Hazardous Substances Data: 89919-62-0(Hazardous Substances Data)

Usage

General Description

"(E,E)-3,5-Di-O-caffeoylquinic acid" is a type of natural phenolic acid that belongs to the family of Hydroxycinnamic acids and derivatives. It's also known as a Caffeic acid ester. This chemical compound is often found in various plant species and sometimes in certain types of traditional medicines. Phenolic acids, such as this one, are known for their antioxidant properties. Due to this property, (E,E)-3,5-Di-O-caffeoylquinic acid is often researched for its potential beneficial effects on human health, especially concerning anti-inflammatory, anti-cancer, and cardiovascular protective effects.

Upstream product

• 1049703-62-9 chlorogenic acid 
• 665-27-0 1,5-quinide 
• 163217-18-3 (1R,3R,4S,5R)-3-[(tert-butyldimethylsilyl)oxy]-1,4-dihydroxy-6-oxa-bicyclo[3.2.1]octan-7-one 
• 77-95-2 D-(-)-quinic acid 
• 1352319-05-1 (1R,3R,4S,5R)-1,4-bis(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-6-oxabicyclo[3.2.1]octan-7-one 
• 1352319-04-0 3,3'-(((1R,2S,3R,5S)-5-carboxy-2,5-dihydroxycyclohexane-1,3-diyl)bis(oxy))bis(3-oxopropanoic acid) 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 1352319-08-4 3,3'-(((1R,2S,3R,5S)-2,5-bis(benzyloxy)-5-((benzyloxy)carbonyl)cyclohexane-1,3-diyl)bis(oxy))bis(3-oxopropanoic acid) 
• 1352319-07-3 (1S,3R,4S,5R)-benzyl 1,4-bis(benzyloxy)-3,5-dihydroxycyclohexanecarboxylate 
• 1352319-09-5 C₂₇H₃₈O₆Si 
• 1352319-06-2 (1R,3R,4S,5R)-benzyl 1,4-bis(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-5-hydroxycyclohexanecarboxylate 

Downstream Products

• 1240244-46-5 3-cyclohexylpropyl caffeate 
• 3843-74-1 methyl 3,4-dihydroxycinnamate 
• 331-39-5 caffeic acid 
• 77-95-2 D-(-)-quinic acid 

Relevant articles and documents

Total synthesis of 3,5-O-dicaffeoylquinic acid and its derivatives

We report the first total synthesis of 3,5-O-dicaffeoylquinic acid and its derivatives, 3,5-O-diferuloylquinic acid and 3,5-(3,4-dimethoxycinnamyl)quinic acid, in a nine-step sequence. The key step involves Knoevenagel condensations between vanillin, 3,4-dimethoxybenzaldehyde or 4-hydroxy-3-methoxybenzaldehyde and the dimalonate ester of quinic acid.