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CAS 32451-86-8

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5-p-Coumaroylquinic acid

Description:
5-p-Coumaroylquinic acid is a phenolic compound that belongs to the class of hydroxycinnamic acids and is derived from quinic acid. It is characterized by the presence of a coumaroyl group attached to the 5-position of the quinic acid structure. This compound exhibits various biological activities, including antioxidant, anti-inflammatory, and potential anticancer properties, making it of interest in pharmacological research. It is soluble in polar solvents, which enhances its bioavailability and interaction with biological systems. The compound is often found in plants, particularly in certain fruits and vegetables, contributing to their health benefits. Its structure allows for the formation of hydrogen bonds, influencing its reactivity and interactions with other molecules. Additionally, 5-p-Coumaroylquinic acid is studied for its role in plant defense mechanisms and its potential applications in food and pharmaceutical industries due to its beneficial properties. Overall, this compound exemplifies the significance of phenolic compounds in both natural products and their therapeutic potential.
Formula:C16H18O8
InChI:InChI=1S/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(19)24-12-8-16(23,15(21)22)7-11(18)14(12)20/h1-6,11-12,14,17-18,20,23H,7-8H2,(H,21,22)/t11-,12-,14+,16-/m1/s1
InChI key:InChIKey=BMRSEYFENKXDIS-UNIGVISCSA-N
SMILES:O(C(C=CC1=CC=C(O)C=C1)=O)[C@@H]2C[C@](C(O)=O)(O)C[C@@H](O)[C@@H]2O
Synonyms:
  • Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-[[3-(4-hydroxyphenyl)-1-oxo-2-propenyl]oxy]-, (1R,3R,4S,5R)-
  • Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-[[3-(4-hydroxyphenyl)-1-oxo-2-propenyl]oxy]-, [1R-(1α,3β,4α,5α)]-
  • Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-[[3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-, (1R,3R,4S,5R)-
  • Cinnamic acid, p-hydroxy-, 5-ester with 1,3,4,5-tetrahydroxycyclohexanecarboxylic acid, stereoisomer
  • (1R,3R,4S,5R)-1,3,4-Trihydroxy-5-[[3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]cyclohexanecarboxylic acid
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  • 5-O-Coumaroylquinic acid
    Targetmol
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    5-O-Coumaroylquinic acid

    CAS:
    5-O-Coumaroylquinic acid (3-O-Coumaroylquinic acid), exhibits significant inhibition of PTP1B and a concentration-dependent inhibitory effect on α-glucosidase, thereby demonstrating anti-hyperglycemic properties. Additionally, this compound enhances glucose uptake and inhibits PTP1B in vitro, emphasizing its potential therapeutic applications in glucose regulation.
    Formula:C16H18O8
    Color and Shape:Solid
    Molecular weight:338.3

    Ref: TM-TN7473