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Merck
CN

935557

3-O-p-Coumaroylquinic acid

≥95%

Synonym(s):

3-O-p-Coumaroylquinic acid, (1S,3R,4R,5R)-1,3,4-Trihydroxy-5-[[3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]cyclohexanecarboxylic acid,, 3-O-p-Coumarylquinic acid, Cinnamic acid, p-hydroxy-, 3-ester with 1,3,4,5-tetrahydroxycyclohexanecarboxylic acid, Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-[[3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-, (1S,3R,4R,5R)

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About This Item

Empirical Formula (Hill Notation):
C16H18O8
CAS Number:
1899-30-5
Molecular Weight:
338.31
MDL number:
MFCD00928770
UNSPSC Code:
12352106
NACRES:
NA.21

Key Documents

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Quality Level

100

Assay

≥95%

form

solid

color

white to light yellow

bp

613.2 °C

density

1.554 g/cm3

storage temp.

2-8°C

SMILES string

O=C([C@]1(O)C[C@@H](O)[C@@H](O)[C@H](OC(/C=C/C2=CC=C(O)C=C2)=O)C1)O

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

InChI key

BMRSEYFENKXDIS-OTCYKTEZSA-N

Application

A naturally occurring substance discovered in plants, which possesses antibacterial characteristics and may serve as a substitute for antibiotics in combatting opportunistic fungal infections.

Features and Benefits

The hypoglycemic effects of 3-p-Coumaroylquinic acid are attributed to its capacity to hinder glucose uptake in the intestines.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000484143
0000484143
0000487210
0000487210
0000428375

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Chlorogenic acid and coffee prevent hypoxia-induced retinal degeneration
Jang Holim, et. al.
Journal of Agricultural and Food Chemistry, 62 (2014)
Computational screen and experimental validation of anti-influenza effects of quercetin and chlorogenic acid from traditional Chinese medicine
Liu Zekun, et. al.
Scientific reports, 6 (2016)
Roles of chlorogenic Acid on regulating glucose and lipids metabolism: a review
Meng Shengxi, et. al.
Evidence-Based Complementary and Alternative Medicine : ECAM (2013)
Chlorogenic acid and caffeic acid are absorbed in humans
M R Olthof, et. al.
The Journal of Nutrition, 131 (2001)
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
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