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Merck
CN

935573

5-O-p-Coumaroylquinic acid

≥95%

Synonym(s):

(1R,3R,4S,5R)-1,3,4-Trihydroxy-5-[[3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]cyclohexanecarboxylicacid,, Cyclohexanecarboxylic acid, Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-[[3-(4-hydroxyphenyl)-1-oxo-2-propenyl]oxy]-, (1R,3R,4S,5R)-, Cyclohexanecarboxylicacid,1,3,4-trihydroxy-5-[[3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-,(1R,3R,4S,5R)

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About This Item

Empirical Formula (Hill Notation):
C16H18O8
CAS Number:
32451-86-8
Molecular Weight:
338.31
UNSPSC Code:
12352106
NACRES:
NA.22

Key Documents

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Product Name

5-O-p-Coumaroylquinic acid, ≥95%

InChI key

BMRSEYFENKXDIS-UHFFFAOYSA-N

SMILES string

O=C(OC1CC(O)(C(=O)O)CC(O)C1O)C=CC2=CC=C(O)C=C2

InChI

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

assay

≥95%

form

powder or crystals

color

white to off-white

bp

613.2 °C

mp

192-199 °C

density

1.55 g/cm3

storage temp.

2-8°C

Quality Level

100

Application

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

Features and Benefits

5-O-p-Coumaroylquinic acid is a natural phenolic compound that belongs to the class of hydroxycinnamic acid derivatives. It is structurally similar to 4-p-Coumaroylquinic acid, with an additional coumaric acid moiety attached to the 5-position of the quinic acid backbone via an ester linkage. This compound is commonly found in various plant sources and shares similar biological activities with 4-p-Coumaroylquinic acid, including antioxidant, anti-inflammatory, and antimicrobial properties.

Storage Class

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
0000321044
0000321045
0000270326
0000321045
0000321044

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Shengxi Meng et al.
Evidence-based complementary and alternative medicine : eCAM, 2013, 801457-801457 (2013-09-26)
Intracellular glucose and lipid metabolic homeostasis is vital for maintaining basic life activities of a cell or an organism. Glucose and lipid metabolic disorders are closely related with the occurrence and progression of diabetes, obesity, hepatic steatosis, cardiovascular disease, and
Holim Jang et al.
Journal of agricultural and food chemistry, 62(1), 182-191 (2013-12-04)
This study explored whether chlorogenic acid (CGA) and coffee have protective effects against retinal degeneration. Under hypoxic conditions, the viability of transformed retinal ganglion (RGC-5) cells was significantly reduced by treatment with the nitric oxide (NO) donor S-nitroso-N-acetylpenicillamine (SNAP). However
Zekun Liu et al.
Scientific reports, 6, 19095-19095 (2016-01-13)
The Influenza A virus is a great threat for human health, while various subtypes of the virus made it difficult to develop drugs. With the development of state-of-art computational chemistry, computational molecular docking could serve as a virtual screen of
M R Olthof et al.
The Journal of nutrition, 131(1), 66-71 (2001-02-24)
Chlorogenic acid, an ester of caffeic acid and quinic acid, is a major phenolic compound in coffee; daily intake in coffee drinkers is 0.5-1 g. Chlorogenic acid and caffeic acid are antioxidants in vitro and might therefore contribute to the
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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