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Merck
CN

935565

4-O-p-Coumaroylquinic acid

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)]-

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About This Item

Empirical Formula (Hill Notation):
C16H18O8
CAS Number:
53539-37-0
Molecular Weight:
338.31
MDL number:
MFCD34801371
UNSPSC Code:
12352201
NACRES:
NA.21

Key Documents

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form

solid

Quality Level

100

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000410894
0000410894
0000352482
0000352484
0000270394

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Roles of chlorogenic acid on regulating glucose and lipids metabolism: a review
Meng S, et al.
Journal of evidence-based complementary & alternative medicine (2013)
Chlorogenic acid and caffeic acid are absorbed in humans
Olthof M R, et al.
The Journal of Nutrition, 131, 66-71 (2001)
Computational screen and experimental validation of anti-influenza effects of quercetin and chlorogenic acid from traditional Chinese medicine
Liu Z, et al.
Scientific reports, 6, 19095-19095 (2016)
Chlorogenic acid and coffee prevent hypoxia-induced retinal degeneration
Jang H, et al.
Journal of Agricultural and Food Chemistry, 62, 182-191 (2013)
Rong-Ping Zhou et al.
Molecular medicine reports, 11(6), 4489-4495 (2015-01-31)
Chlorogenic acid (CGA) exhibits various biological properties, including the inhibition of oxidation, obesity, apoptosis and tumorigenesis. CGA is also able to promote cell survival and proliferation. The aim of the present study was to determine the effects and underlying molecular

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