Chemodex

Chlorogenic acid

Product Code:
 
CDX-C0703
Supplier:
 
Chemodex
Host Type:
 
Plant
Regulatory Status:
 
RUO
Shipping:
 
AMBIENT
Storage:
 
Short Term: +20°C, Long Term: +4°C
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Chemical Structure

Chemical Structure

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CDX-C0703-G0011 g£65.00
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CDX-C0703-G0055 g£194.00
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This product comes from: Switzerland.
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Further Information

Alternate Names/Synonyms:
CGA; 3-CQA; 1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid 3-(3,4-dihydroxycinnamate); 3-(3,4-Dihydroxycinnamoyl)quinic acid; 3-O-Caffeoylquinic Acid
Appearance:
White to off-white powder.
CAS:
327-97-9
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Protect from light and moisture.
InChi:
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+/m0/s1
InChiKey:
CWVRJTMFETXNAD-BBVNJSSOSA-N
Long Description:
Chemical. CAS: 327-97-9. Formula: C16H18O9. MW: 354.31. Isolated from plant source. Chlorogenic acid is a phenolic natural product isolated from the leaves and fruits of dicotyledonous plants, including the coffee bean. Structurally, it is the ester of caffeic acid with the 3-hydroxyl group of quinic acid. Chlorogenic acid is an intermediate in lignin biosynthesisis an therefore an important factor in plant metabolism. This compound has been shown to have a broad range of biological properties, including hepatoprotective, antioxidant, neuroprotective, anti-diabetic, antimicrobial, anticarcinogenic, anti-inflammatory and anti-obesity activities. Recent studies showed the involvement in regulating glucose and lipid metabolism, improving insulin sensitivity and promotion of weight loss. In addition it has to have modulatory activities on the microbiota.
MDL:
MFCD00003862
Molecular Formula:
C16H18O9
Molecular Weight:
354.31
Package Type:
Vial
Product Description:
Chlorogenic acid is a phenolic natural product isolated from the leaves and fruits of dicotyledonous plants, including the coffee bean. Structurally, it is the ester of caffeic acid with the 3-hydroxyl group of quinic acid. Chlorogenic acid is an intermediate in lignin biosynthesisis an therefore an important factor in plant metabolism. This compound has been shown to have a broad range of biological properties, including hepatoprotective, antioxidant, neuroprotective, anti-diabetic, antimicrobial, anticarcinogenic, anti-inflammatory and anti-obesity activities. Recent studies showed the involvement in regulating glucose and lipid metabolism, improving insulin sensitivity and promotion of weight loss. In addition it has to have modulatory activities on the microbiota.
Purity:
>98% (HPLC)
SMILES:
O[C@]1(C(O)=O)CC(OC(/C=C/C2=CC=C(O)C(O)=C2)=O)[C@H](O)[C@@H](O)C1
Solubility Chemicals:
Soluble in ethanol, DMSO, DMF or PBS (pH 7.2) (all (25mg/ml).
Source / Host:
Isolated from plant source.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.

References

(1) M.T. Huang, et al.; Cancer Res. 48, 5941 (1988) | (2) M.T. Huang, et al.; Cancer Res. 51, 813 (1991) | (3) R. Feng, et al.; J. Biol. Chem. 280, 27888 (2005) | (4) M.D. dos Santos, et al.; Biol. Pharm. Bull. 29, 2236 (2006) | (5) W.J. Lee & B.T. Zhu; Carcinogenesis 27, 269 (2006) | (6) W.C. Chang, et al.; Eur. J. Nutr. 49, 267 (2010) | (7) S. Meng, et al.; Evid. Based Complement Alternat. Med. 2013, 801457 (2013) (Review) | (8) E. Heitman & D.K. Ingram; Nutr. Neurosci. 20, 32 (2017) (Review) | (9) J. Santana-Galvez, et al.; Molecules 22, E358 (2017) (Review) | (10) M. Naveed, et al.; Biomed. Pharmacother. 97, 67 (2018) (Review) | (11) X. Wang, et al.; J. Pharm. Pharmacol. 71, 1100 (2019) | (12) J.K. Kim & S.U. Park; EXCLI J. 18, 310 (2019) (Review)