Chlorogenic acid

SKU: C0703

Category: Phytochemicals

Synonyms: CGA , 3-CQA , 1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid 3-(3,4-dihydroxycinnamate) , 3-(3,4-Dihydroxycinnamoyl)quinic acid , 3-O-Caffeoylquinic Acid; 327-97-9
CAS-Number: C₁₆H₁₈O₉
Molecular Formula: 354.31
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Identity: 1H-NMR
Appearance: White to off-white powder

Properties

Density: 1.28 g/cm3 (lit.)
Melting Point: 210 °C (dec.)(lit.)
Solvents: ethanol, DMSO, DMF, PBS (pH 72) (all (25 mg/ml)

Shipping: AMBIENT
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.
Handling Advice: Protect from light and moisture.
Long Term Storage: +4°C
Short Term Storage: RT

Transportation: Not dangerous goods

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.
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)
InChi Key: CWVRJTMFETXNAD-BBVNJSSOSA-N
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

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.

SKU: C0703 Category: Phytochemicals

Additional information

Additional information

Synonyms	CGA, 3-CQA, 1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid 3-(3,4-dihydroxycinnamate), 3-(3,4-Dihydroxycinnamoyl)quinic acid, 3-O-Caffeoylquinic Acid
Purity	≥98% (HPLC)
Appearance	White to off-white powder
CAS-Number	327-97-9
Molecular Formula	C16H18O9
Molecular Weight	354.31
Identity	1H-NMR
Solvents	ethanol, DMSO, DMF, PBS (pH 72) (all (25 mg/ml)
Melting Point	210 °C (dec.)(lit.)
Density	1.28 g/cm3 (lit.)
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
InChi Key	CWVRJTMFETXNAD-BBVNJSSOSA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Transportation	Not dangerous goods
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)
Quantity	1 g, 5 g, Bulk