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00500590

Chlorogenic acid

primary reference standard

Synonym(s):

1,4,5-Trihydroxycyclohexanecarboxylic acid 3-(3,4-dihydroxycinnamate), 3-(3,4-Dihydroxycinnamoyl)quinic acid

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About This Item

Empirical Formula (Hill Notation):
C16H18O9
CAS Number:
327-97-9
Molecular Weight:
354.31
EC Number:
206-325-6
MDL number:
MFCD00003862
UNSPSC Code:
85151701
PubChem Substance ID:
329747087
NACRES:
NA.24

grade

primary reference standard

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

210 °C (dec.) (lit.)

SMILES string

O[C@@H]1C[C@](O)(C[C@@H](OC(=O)\C=C\c2ccc(O)c(O)c2)[C@@H]1O)C(O)=O

InChI

1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1

InChI key

CWVRJTMFETXNAD-JUHZACGLSA-N

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General description

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

Reference standard in the analysis of herbal medicinal products

Other Notes

This compound is commonly found in plants of the genus: angelica arnica carum crataegus echinacea hedera humulus hypericum melissa pimpinella plantago salvia sambucus valeriana

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
HWI03255
HWI02357-1
HWI02357
HWI02234-1
HWI02234

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(-)-Hydroxycitric acid lactone phyproof® Reference Substance

PHL80473

(-)-Hydroxycitric acid lactone

4,5-Di-O-caffeoylquinic acid ≥85% (LC/MS-ELSD)

Sigma-Aldrich

SMB00221

4,5-Di-O-caffeoylquinic acid

Rutin phyproof® Reference Substance

PHL89270

Rutin

Aimée E van Dijk et al.
Diabetes care, 32(6), 1023-1025 (2009-03-28)
Coffee consumption has been associated with lower risk of type 2 diabetes. We evaluated the acute effects of decaffeinated coffee and the major coffee components chlorogenic acid and trigonelline on glucose tolerance. We conducted a randomized crossover trial of the
Sophie Lafay et al.
The Journal of nutrition, 136(5), 1192-1197 (2006-04-15)
The bioavailability of chlorogenic acid, a major polyphenol of the human diet that is particularly abundant in coffee and various fruits, was explored in rats. To identify the form under which it is absorbed through the gut mucosa and the
Yoshinori Kanno et al.
International heart journal, 54(3), 176-180 (2013-06-19)
Chlorogenic acid (CGA), which is a key component of coffee, has many biological effects such as anti-inflammation activity. However, the effects of CGA on ventricular remodeling after myocardial ischemia have not been well investigated. To test the hypothesis that CGA
Marie-Paule Gonthier et al.
The Journal of nutrition, 133(6), 1853-1859 (2003-05-29)
Chlorogenic acid, the ester of caffeic acid with quinic acid, is one of the most abundant polyphenols in the human diet with coffee, fruits and vegetables as its major sources. Its antioxidant and anticarcinogenic properties have been well established in
Jaromír Lachman et al.
Food chemistry, 138(2-3), 1189-1197 (2013-02-16)
The impact of peeling and three cooking treatments (boiling, baking and microwaving) on the content of selected phytochemicals in white-, yellow-, red- and purple-fleshed potatoes was investigated. Ascorbic acid and chlorogenic acid contents were determined by HPLC-DAD, total anthocyanin content
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