CAS 19870-46-3

1,3-Dicaffeoylquinic acid

Description:

1,3-Dicaffeoylquinic acid is a polyphenolic compound belonging to the class of caffeoylquinic acids, which are esters formed from quinic acid and caffeic acid. This compound is characterized by its two caffeoyl groups attached to the 1 and 3 positions of the quinic acid backbone. It typically appears as a yellowish-brown solid and is soluble in polar solvents such as water and ethanol. 1,3-Dicaffeoylquinic acid exhibits notable antioxidant properties, contributing to its potential health benefits, including anti-inflammatory and neuroprotective effects. It is commonly found in various plants, particularly in coffee and certain fruits, and is studied for its role in traditional medicine and functional foods. The compound's stability can be influenced by factors such as pH and temperature, and it may undergo degradation under extreme conditions. Its presence in dietary sources has garnered interest in the context of health research, particularly regarding its implications for chronic diseases and overall wellness.

Formula: C₂₅H₂₄O₁₂

InChI: InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/t19-,20-,23-,25+/m1/s1

InChI key: InChIKey=YDDUMTOHNYZQPO-BBLPPJRLSA-N

SMILES: O(C(C=CC1=CC(O)=C(O)C=C1)=O)[C@]2(C(O)=O)C[C@@H](OC(C=CC3=CC(O)=C(O)C=C3)=O)[C@H](O)[C@H](O)C2

Synonyms:

• (1S,3R,4R,5R)-1,3-Bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-4,5-dihydroxycyclohexanecarboxylic acid
• 1,3-Dicaffeoylquinic acid
• 1,3-O-Dicaffeoylquinic acid
• 1,5-Dicaffeoylquinic acid
• Cinnamic acid, 3,4-dihydroxy-, 1-carboxy-4,5-dihydroxy-1,3-cyclohexylene ester
• Cyclohexanecarboxylic acid, 1,3-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-4,5-dihydroxy-, (1S,3R,4R,5R)-
• Cyclohexanecarboxylic acid, 1,3-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-4,5-dihydroxy-, (1S,3R,4R,5R)-
• Cyclohexanecarboxylic acid,1,3-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-4,5-dihydroxy-, [1S-(1a,3b,4a,5a)]-
• Cyclohexanecarboxylic acid,1,3-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-4,5-dihydroxy-,(1S,3R,4R,5R)- (9CI)

Cyclohexanecarboxylic acid,1,3-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-4,5-dihydroxy-,(1S,3R,4R,5R)-

CAS: 19870-46-3

Formula: C₂₅H₂₄O₁₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 516.4509

Ref: IN-DA00AP45

1,3-Dicaffeoylquinic acid

CAS: 19870-46-3

1,3-Dicaffeoylquinic acid

Purity: ≥98%

Molecular weight: 516.45g/mol

Ref: 54-BUP00048

1,3-Dicaffeoylquinic acid

CAS: 19870-46-3

Formula: C₂₅H₂₄O₁₂

Purity: 95%~99%

Molecular weight: 516.455

Ref: BP-BP0005

1,3-Dicaffeoylquinic acid

CAS: 19870-46-3

1,3-Dicaffeoylquinic acid (CYNARIN) is a natural product. It shows antioxidant and choleretic properties and is a potential immunosuppressive agent.

Formula: C₂₅H₂₄O₁₂

Purity: 98% - 98.81%

Color and Shape: Solid

Molecular weight: 516.45

Ref: TM-T5736

1,5-Dicaffeoylquinic Acid

CAS: 19870-46-3

Formula: C₂₅H₂₄O₁₂

Molecular weight: 516.46

Ref: 4Z-C-176002

1,5-dicaffeoylquinic acid

CAS: 19870-46-3

Carboxylic acid with additional oxygen functions

Formula: C₂₅H₂₄O₁₂

Purity: ≥ 98.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 516.46

Ref: 5G-82221

1,3-Dicaffeoylquinic Acid

CAS: 19870-46-3

Applications 1,5-Dicaffeoylquinic Acid acts as an anti-hyperlipidemic agent. In addition, acts as a neuroprotective agent against amyloid-β toxicity in the treatement of Alzheimer’s.
References Gray, N. et al.: J. Alz. Dis., 40, 359 (2014); Liu, H. et al.: J. App. Pharm. Sci., 3, 016 (2013);

Formula: C₂₅H₂₄O₁₂

Color and Shape: Neat

Molecular weight: 516.45

Ref: TR-D429700

1,5-Dicaffeoylquinic acid

CAS: 19870-46-3

1,5-Dicaffeoylquinic acid is a polyphenolic compound, which is naturally occurring in various plants, including artichokes and coffee. This compound is part of a larger group of chlorogenic acids that are esterified products of caffeic acid and quinic acid. The mode of action of 1,5-dicaffeoylquinic acid involves its ability to scavenge free radicals, thereby exhibiting potent antioxidant activity. Additionally, it modulates signaling pathways involved in inflammation, contributing to its anti-inflammatory effects.

Formula: C₂₅H₂₄O₁₂

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 516.45 g/mol

Ref: 3D-FD64833