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ChemicalBook--->CAS DataBase List--->89919-62-0

89919-62-0

89919-62-0 Structure

89919-62-0 Structure
IdentificationBack Directory
[Name]

(E,E)-3,5-Di-O-caffeoylquinic acid
[CAS]

89919-62-0
[Synonyms]

3, 5-O-Dicaffeoylquinic acid
(-)-3,5-Dicaffeoyl quinic acid
(E,E)-3,5-Di-O-caffeoylquinic acid
(1S,3R,4S,5R)-3,5-Bis(((E)-3-(3,4-dihydroxyphenyl)acryloyl)-oxy)-1,4-dihydroxycyclohexanecarboxyl
(3R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4-dihydroxycyclohexane-1-carboxylic acid
Cyclohexanecarboxylicacid,3,5-bis[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,4-dihydroxy-,(1a,3R,4a,5R)-
Cyclohexanecarboxylic acid, 3,5-bis[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,4-dihydroxy-, (1α,3R,4α,5R)-
[Molecular Formula]

C25H24O12
[MDL Number]

MFCD23843780
[MOL File]

89919-62-0.mol
[Molecular Weight]

516.46
Chemical PropertiesBack Directory
[Boiling point ]

826.2±65.0 °C(Predicted)
[density ]

1.64
[storage temp. ]

Sealed in dry,2-8°C
[form ]

Solid
[pka]

3.52±0.50(Predicted)
[color ]

White to off-white
Hazard InformationBack Directory
[Uses]

3,5-O-Dicaffeoylquinic acid reverses Trimethyltin-induced learning and memory deficits[1].
[Definition]

ChEBI: 3,5-di-O-caffeoyl quinic acid is a carboxylic ester that is the diester obtained by the condensation of the hydroxy groups at positions 3 and 5 of (-)-quinic acid with the carboxy group of trans-caffeic acid. Isolated from Brazilian propolis and Suaeda glauca, it exhibits hepatoprotective and cytotoxic activities. It has a role as a metabolite, a hepatoprotective agent and an antineoplastic agent. It is a cyclitol carboxylic acid and a carboxylic ester. It is functionally related to a (-)-quinic acid and a trans-caffeic acid.
[References]

[1] Kang JY, et al. Reversal of Trimethyltin-Induced Learning and Memory Deficits by 3,5-Dicaffeoylquinic Acid.?Oxid Med Cell Longev. 2016;2016:6981595. DOI:10.1155/2016/6981595
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