CAS 1182-34-9

1,4-Dicaffeoylquinic acid

Description:

1,4-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 4 positions of the quinic acid backbone. It is typically found in various plants, particularly in coffee and certain fruits, contributing to their antioxidant properties. The compound exhibits significant biological activities, including anti-inflammatory, antioxidant, and potential neuroprotective effects. Its structure allows for the formation of hydrogen bonds and interactions with other biomolecules, enhancing its reactivity and bioavailability. 1,4-Dicaffeoylquinic acid is soluble in polar solvents, which facilitates its extraction from plant materials. Additionally, it has garnered interest in food science and pharmacology due to its potential health benefits, making it a subject of research in natural product chemistry and functional foods.

Formula: C₂₅H₂₄O₁₂

InChI: InChI=1/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(32)36-23-19(30)11-25(24(34)35,12-20(23)31)37-22(33)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-31H,11-12H2,(H,34,35)/t19-,20-,23-,25+/s2

InChI key: InChIKey=IYXQRCXQQWUFQV-GWELMYFGNA-N

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

Synonyms:

• (1R,3R,4S,5R)-1,3-Bis{[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]oxy}-4,5-dihydroxycyclohexancarbons?ure
• (1R,3R,4S,5R)-1,3-Bis{[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]oxy}-4,5-dihydroxycyclohexanecarboxylic acid
• (1R,3R,4S,5R)-1,3-Bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-4,5-dihydroxycyclohexanecarboxylic acid
• (1S,2S,3S,4R)-1,4-bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2,3-dihydroxycyclohexanecarboxylic acid
• (1S,3R,4R,5R)-1,3-bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-4,5-dihydroxycyclohexanecarboxylic acid
• (3R,5R)-1-acetyl-3,5-dihydroxycyclohexane-1,4-diyl (2E,2'E)bis[3-(3,4-dihydroxyphenyl)prop-2-enoate]
• 1,4-Dicaffeoylquinic acid
• 1,4-Dicaffeylquinic acid
• 1,4-bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3,5-dihydroxycyclohexanecarboxylic acid
• 1,5-Dicaffeoylquinic Acid
• 1,5-Dicaffeylquinic Acid
• 1-Carboxy-4,5-dihydroxy-1,3-cyclohexylenebis-(3,4-dihydroxycinnamate)
• 3,4-Dihydroxycinnamic Acid 1-Carboxy-4,5-dihydroxy-1,3-cyclohexylene Ester
• 4-{[3-(3,4-dihydroxyphenyl)acryloyl]oxy}-1-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3,5-dihydroxycyclohexanecarboxylic acid
• Acide (1R,3R,4S,5R)-1,3-bis{[(2E)-3-(3,4-dihydroxyphényl)-2-propènan-1-oyl]oxy}-4,5-dihydroxycyclohexanecarboxylique
• Caffeic Acid 1-Carboxy-4,5-dihydroxy-1,3-cyclohexylene Ester
• Cinnamic acid, 3,4-dihydroxy-, 1-carboxy-3,5-dihydroxy-1,4-cyclohexylene ester
• Cyclohexanecarboxylic acid, 1,4-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-3,5-dihydroxy-, (1α,3R,4α,5R)-rel-
• Cyclohexanecarboxylic acid, 1,4-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-3,5-dihydroxy-, (1α,3α,4α,5β)-
• Cynarin
• Cynarin(1,3-Dicaffeoylquinic Acid)
• Lynare Scolymusl P.E.
• [1R-(1a,3a,4a,5b)]-1,3-Bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-4,5-dihydroxycyclohexanecarboxylic Acid
• cyclohexanecarboxylic acid, 1,3-bis[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-4,5-dihydroxy-, (1R,3R,4S,5R)-

Cynarin

CAS: 1182-34-9

Formula: C₂₅H₂₄O₁₂

Purity: 95%

Color and Shape: Solid

Molecular weight: 516.4509

Ref: IN-DA008189

1,4-Dicaffeoylquinic acid

CAS: 1182-34-9

1,4-Dicaffeoylquinic acid

Purity: ≥98%

Molecular weight: 516.45g/mol

Ref: 54-BUP21170

1,4-Dicaffeoylquinic acid

CAS: 1182-34-9

Formula: C₂₅H₂₄O₁₂

Molecular weight: 516.46

Ref: 7W-GY7421

1,4-Dicaffeoylquinic acid

CAS: 1182-34-9

Formula: C₂₅H₂₄O₁₂

Purity: 95%~99%

Molecular weight: 516.455

Ref: BP-BP1860

1,4-Dicaffeoylquinic acid

CAS: 1182-34-9

1,4-Dicaffeoylquinic acid is a naturally occurring polyphenolic compound, specifically a type of caffeoylquinic acid, which is derived from various plant species including certain vegetables, fruits, and herbs. This compound is a result of biochemical synthesis within the plant, where it plays various roles, primarily in the defense mechanisms against pathogens and oxidative stress. The mode of action of 1,4-Dicaffeoylquinic acid centers on its potent antioxidant capabilities. It scavenges free radicals, thus protecting cellular components from oxidative damage, and exhibits anti-inflammatory properties through modulation of inflammatory pathways. The compound's ability to inhibit specific enzymes and signaling molecules contributes to its therapeutic potential.

Formula: C₂₅H₂₄O₁₂

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 516.45 g/mol

Ref: 3D-FD157794

1,4-Dicaffeoylquinic acid

CAS: 1182-34-9

1,4-Dicaffeoylquinic acid: an antioxidant and selective HIV-1 integrase inhibitor, non-toxic at effective doses.

Formula: C₂₅H₂₄O₁₂

Purity: 97.32%

Color and Shape: Solid

Molecular weight: 516.45

Ref: TM-T4S1521