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Merck
CN

C3878

Chlorogenic acid

≥95% (titration)

Synonym(s):

CGA, 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:
12352106
PubChem Substance ID:
57654010
NACRES:
NA.22

Key Documents

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Quality Level

200

Assay

≥95% (titration)

form

powder

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

Gene Information

rat ... G6pc(25634)

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General description

Chlorogenic acid is a bioactive polyphenolic compound mainly found in many plants, such as coffee. It is a potent neuroprotectant and also possesses antiviral, antifungal, antioxidant and antitumor properties. CGA may also be involved in regulating glucose and lipid metabolism and improving insulin sensitivity.
Chlorogenic acid is a cinnamate ester used as a reducing agent and stabilizer in bimetallic nanoparticle synthesis.

Application

  • Antioxidant and Phenolic Profiles: A study detailed the antioxidant and phenolic profiles of Thai medicinal plants, including chlorogenic acid, to support functional food and pharmaceutical development, highlighting its potential applications in enhancing food functionality and health benefits (Wanyo et al., 2024).
  • Intravesical Therapy for Cystitis: Research demonstrated the use of chlorogenic acid in intravesical therapy to modify acute voiding behavior in mice with systemic lipopolysaccharide inflammation-induced cystitis, suggesting therapeutic potential in bladder disorders (Yeh et al., 2024).
  • Cardioprotection in Chemotherapy: A hydroethanolic extract containing chlorogenic acid was investigated for its role in mitigating doxorubicin-induced cardiotoxicity through mitochondrial protection mediated by AMPK-PGC-1α-SOD, underscoring its potential in protective strategies against chemotherapy-induced cardiac damage (Song et al., 2024).
  • Nutritional Delivery and Food Industry: A review discussed chlorogenic acid′s role in nutrition delivery and its implications in the food industry, proposing its use as nanoparticles for active food packaging application. (Hu et al., 2024).

Disclaimer

May yield a hazy solution in ethanol

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF3738V
WXBF3768V
WXBF0913V
WXBD9324V
WXBD6046V

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Chlorogenic acid and coffee prevent hypoxia-induced retinal degeneration
Jang H
Journal of Agricultural and Food Chemistry, 62(1), 182-191 (2013)
Roles of chlorogenic acid on regulating glucose and lipids metabolism: a review
Meng S
Evidence-Based Complementary and Alternative Medicine : ECAM (2013)
Controlled green synthesis of Au-Pt bimetallic nanoparticles using chlorogenic acid
Chen R, et al.
Research on Chemical Intermediates, 47, 4051-4066 (2021)
Chlorogenic acid and caffeic acid are absorbed in humans
Olthof MR
The Journal of Nutrition, 131(1), 66-71 (2001)
Shp2 regulates chlorogenic acid-induced proliferation and adipogenic differentiation of bone marrow-derived mesenchymal stem cells in adipogenesis
Zhou RP
Molecular Medicine Reports, 11(6), 4489-4495 (2015)
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