ChemicalBook--->CAS DataBase List--->19870-46-3

19870-46-3

19870-46-3 Structure

19870-46-3 Structure
IdentificationBack Directory
[Name]

CYNARIN
[CAS]

19870-46-3
[Synonyms]

1,3-Dicaffeoylquinic acid
Dicaffeoylquinic Acid, 1,5-
1,5-di-O-Caffeoylquinic acid
(1S,3R,4R,5R)-1,3-Bis[3-(3,4-dihydroxyphenyl)acryloyloxy]-4,5-dihydroxycyclohexanecarboxylic acid
(1S,3R,4R,5R)-1,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4,5-dihydroxycyclohexane-1-carboxylicaci
(1S,3R,4R,5R)-1,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4,5-dihydroxycyclohexane-1-carboxylic acid
Cyclohexanecarboxylic acid, 1,3-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-4,5-dihydroxy-, (1S,3R,4R,5R)-
[EINECS(EC#)]

214-655-7
[Molecular Formula]

C25H24O12
[MDL Number]

MFCD00075714
[MOL File]

19870-46-3.mol
[Molecular Weight]

516.45
Chemical PropertiesBack Directory
[Boiling point ]

819.9±65.0 °C(Predicted)
[density ]

1?+-.0.1 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[solubility ]

soluble5mg/mL, clear, colorless to light yellow
[form ]

neat
[pka]

2.50±0.50(Predicted)
[color ]

white to off-white
[Stability:]

Hygroscopic
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

1,5-Dicaffeoylquinic acid (1,5-DCQA) has been found in A. montana and is an HIV-1 integrase inhibitor and free radical scavenger. 1,5-DCQA inhibits HIV-1 integrase 3'' end processing, end joining, and disintegration with IC50 values of 0.35, 0.56, and 0.84 μg/ml, respectively. It also inhibits HIV-1 replication in MT-2 T lymphoblastoid cells with an ED50value of 2 μg/ml. 1,5-DCQA (0.25-1 μM) reduces the level of free radicals released from human polymorphonuclear (PMN) cells stimulated by N-formyl-Met-Leu-Phe (fMLP; Item No. 21495) in a dose-dependent manner. It also dose-dependently increases cell survival and glutathione (GSH) levels and decreases reactive oxygen species (ROS) production and lactate dehydrogenase (LDH) release in an oxygen-glucose deprivation/reperfusion assay in rat cerebral astrocytes when used at concentrations ranging from 5 to 100 μM.
[Uses]

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.
[storage]

Store at -20°C, protect from light
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