Introduction：Basic information about CAS 86632-03-3|3,4,5-Tricaffeoylquinic acid, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | 3,4,5-Tricaffeoylquinic acid |
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| CAS Number | 86632-03-3 | Molecular Weight | 678.59 |
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| Density | 1.6±0.1 g/cm3 | Boiling Point | 916.0±65.0 °C at 760 mmHg |
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| Molecular Formula | C34H30O15 | Melting Point | / |
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| MSDS | / | Flash Point | 290.9±27.8 °C |
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Names
| Name | (3R,5R)-3,4,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1-hydroxycyclohexane-1-carboxylic acid |
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| Synonym | More Synonyms |
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3,4,5-Tricaffeoylquinic acid BiologicalActivity
| Description | 3,4,5-Tricaffeoylquinic acid is isolated from barks of Ilex rotunda Thunb, used in the research of the pro-inflammatory mediator-induced skin disease[1]. |
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| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>Inflammation/Immunology |
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| In Vitro | 3,4,5-Tricaffeoylquinic acid (0-50 μM) reduces TNF-α-induced production of cytokines in HEK001 keratinocytes[1]. 3,4,5-Tricaffeoylquinic acid (15 μM, 35 min) inhibits TNF-α-induced IkBα phosphorylation and activation of NF-κB[1]. Cell Viability Assay[1] Cell Line: Keratinocytes Concentration: 15, 25 and 50 μM Incubation Time: 24 hours Result: Cell death was cell ∼4-5% at 15 and 25 μM, ∼9% at 50 μM. Western Blot Analysis[1] Cell Line: Keratinocytes Concentration: 15 μM Incubation Time: 20 min before 10 ng/mL TNF-α addition for 15 min Result: Decreased TNF-α-induced-IkBα phosphorylation of IkBα and levels of cytosolic NF-Κb p65, cytosolic NF-Κb p65. |
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| References | [1]. Lee CS, et al. 3,4,5-Tricaffeoylquinic acid inhibits tumor necrosis factor-α-stimulated production of inflammatory mediators in keratinocytes via suppression of Akt- and NF-κB-pathways. Int Immunopharmacol. 2011 Nov;11(11):1715-23. |
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Chemical & Physical Properties
| Density | 1.6±0.1 g/cm3 |
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| Boiling Point | 916.0±65.0 °C at 760 mmHg |
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| Molecular Formula | C34H30O15 |
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| Molecular Weight | 678.59 |
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| Flash Point | 290.9±27.8 °C |
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| Exact Mass | 678.158447 |
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| PSA | 257.81000 |
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| LogP | 2.68 |
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| Vapour Pressure | 0.0±0.3 mmHg at 25°C |
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| Index of Refraction | 1.737 |
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| InChIKey | OAFXTKGAKYAFSI-JFPZSYFPSA-N |
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| SMILES | O=C(C=Cc1ccc(O)c(O)c1)OC1CC(O)(C(=O)O)CC(OC(=O)C=Cc2ccc(O)c(O)c2)C1OC(=O)C=Cc1ccc(O)c(O)c1 |
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| Storage condition | 2-8°C |
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Synonyms
| Cyclohexanecarboxylic acid, 3,4,5-tris(((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-1-hydroxy-, (1α,3R,4α,5R)- |
| (3R,5R)-3,4,5-Tris{[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]oxy}-1-hydroxycyclohexanecarboxylic acid |
| 3,4,5-tricaffeoylquinic acid |
| 3,4,5-tri-CQA |
| Cyclohexanecarboxylic acid, 3,4,5-tris[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1-hydroxy-, (3R,5R)- |
| Caffeoylquinic acid der. |
