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

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

Uses

Used in Pharmaceutical Industry:
(E,E)-3,5-Di-O-caffeoylquinic acid is used as a therapeutic agent for its potential anti-inflammatory, anti-cancer, and cardiovascular protective effects. Its antioxidant properties contribute to the modulation of various signaling pathways, which can help in the treatment and management of these conditions.
Used in Nutraceutical Industry:
(E,E)-3,5-Di-O-caffeoylquinic acid is used as a dietary supplement for its health-promoting properties. Its antioxidant and anti-inflammatory effects can support overall well-being and contribute to the prevention of certain diseases.
Used in Cosmetic Industry:
(E,E)-3,5-Di-O-caffeoylquinic acid is used as an active ingredient in skincare products for its antioxidant and anti-inflammatory properties. It can help protect the skin from environmental stressors and promote a healthy, youthful appearance.
Used in Food Industry:
(E,E)-3,5-Di-O-caffeoylquinic acid is used as a natural preservative and flavor enhancer in food products. Its antioxidant properties can help extend the shelf life of certain foods while also providing potential health benefits to consumers.

Upstream product

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

Downstream Products

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

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.