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935565

Sigma-Aldrich

4-O-p-Coumaroylquinic acid

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Synonym(s):
(1α,3R,4α,5R)-1,3,5-Trihydroxy-4-[[3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]cyclohexanecarboxylic acid, 4-Coumaroylquinic acid, Cyclohexanecarboxylic acid, 1,3,5-trihydroxy-4-[[3-(4-hydroxyphenyl)-1-oxo-2-propenyl]oxy]-, (1α,3R,4α,5R)-, Cyclohexanecarboxylic acid, 1,3,5-trihydroxy-4-[[3-(4-hydroxyphenyl)-1-oxo-2-propenyl]oxy]-, [1R-(1α,3α,4α,5β)]-
Empirical Formula (Hill Notation):
C16H18O8
CAS Number:
Molecular Weight:
338.31
UNSPSC Code:
12352201
NACRES:
NA.21

form

solid

Quality Level

bp

641.9 °C

density

1.55 g/cm3

storage temp.

2-8°C

SMILES string

[C@@]1(C[C@H]([C@H]([C@@H](C1)O)OC(=O)/C=C/c1ccc(cc1)O)O)(O)C(=O)O

InChI

InChI=1S/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(20)24-14-11(18)7-16(23,15(21)22)8-12(14)19/h1-6,11-12,14,17-19,23H,7-8H2,(H,21,22)/b6-3+/t11-,12-,14-,16-/m1/s1

Application

4-p-Coumaroylquinic acid has garnered attention in pharmaceutical and nutraceutical industries due to its potential therapeutic applications.

Features and Benefits

4-p-Coumaroylquinic acid is a natural phenolic compound that belongs to the class of hydroxycinnamic acid derivatives. It is characterized by the presence of a coumaric acid moiety attached to the quinic acid backbone via an ester linkage. This compound is commonly found in various plant sources, including fruits, vegetables, and coffee, and exhibits antioxidant, anti-inflammatory, and antimicrobial properties.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Chlorogenic acid and caffeic acid are absorbed in humans
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Computational screen and experimental validation of anti-influenza effects of quercetin and chlorogenic acid from traditional Chinese medicine
Liu Z, et al.
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Molecular medicine reports, 11(6), 4489-4495 (2015-01-31)
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