CAS 30964-13-7|1,5-Dicaffeoylquinic acid
Introduction：Basic information about CAS 30964-13-7|1,5-Dicaffeoylquinic acid, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | 1,5-Dicaffeoylquinic acid | ||
|---|---|---|---|
| CAS Number | 30964-13-7 | Molecular Weight | 516.451 |
| Density | 1.6±0.1 g/cm3 | Boiling Point | 819.9±65.0 °C at 760 mmHg |
| Molecular Formula | C25H24O12 | Melting Point | 225-227 °C |
| MSDS | ChineseUSA | Flash Point | 278.1±27.8 °C |
Names
| Name | 1,3-dicaffeoylquinic acid |
|---|---|
| Synonym | More Synonyms |
1,5-Dicaffeoylquinic acid BiologicalActivity
| Description | Cynarin is an antichoke agent with a variety of biological activities including antioxidant, antihistamic and antiviral activities. |
|---|---|
| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>Inflammation/ImmunologyNatural Products >>Acids and Aldehydes |
| In Vitro | Cynarin inhibits taste receptors, making water to be sweet. It has been shown to have some pharmacological properties including hypocholesterolemic, hepatoprotective, antiviral, antibacterial, and antihistamic effects. Cynarin has marked antioxidant, anticholinergic, reducing ability, radical-scavenging, and metal-binding activities. Cynarin demonstrates 87.72% inhibition of linoleic acid lipid peroxidation at 30 mg/mL concentration. Cynarin exhibits effective DMPD+, ABTS+/sup>, O2-, DPPH1, and H2O2 scavenging effects, reducing capabilities and Fe2+ chelating effects. IC50 and Ki of cynarin for acetylcholinesterase enzyme inhibition are 243.67nM and 39.34±13.88 nM, respectively[1]. Cynarin is a potential immunosuppressant that blocks the interaction between the CD28 of T-cell receptor and CD80 of antigen presenting cells. Cynarin blocks about 87% of the CD28-dependent "signal 2" pathway of T-cell activation under the condition of one to one ratio of T-cell and B-cell. Cynarin binds to the "G-pocket" of CD28 and thus interrupts the site of interaction between CD28 and CD80[2]. |
| Cell Assay | The cytotoxicity of cynarin treatment of T-cells is measured by MTT colorimetric assay. 100 μL Jurkat cells are incubated with cynarin (0-1000 μg/mL) for 24 h at 37°C. The cell solution is then centrifuged and the supernatant removed. 200 μL of MTT is added and the cell solution is incubated again for 4 h at 37°C. 200 μL of DMSO lysis buffer is added into the cell medium and the concentration of dissolved MTT crystals is measured by plate reader at 560 nm[2]. |
| References | [1]. Topal M, et al. Antioxidant, antiradical, and anticholinergic properties of cynarin purified from the Illyrian thistle (Onopordum illyricum L.). J Enzyme Inhib Med Chem. 2016;31(2):266-75. [2]. Dong GC, et al. Blocking effect of an immuno-suppressive agent, cynarin, on CD28 of T-cell receptor. Pharm Res. 2009 Feb;26(2):375-81. |
Chemical & Physical Properties
| Density | 1.6±0.1 g/cm3 |
|---|---|
| Boiling Point | 819.9±65.0 °C at 760 mmHg |
| Melting Point | 225-227 °C |
| Molecular Formula | C25H24O12 |
| Molecular Weight | 516.451 |
| Flash Point | 278.1±27.8 °C |
| Exact Mass | 516.126770 |
| PSA | 211.28000 |
| LogP | 1.64 |
| Vapour Pressure | 0.0±3.1 mmHg at 25°C |
| Index of Refraction | 1.719 |
| Storage condition | 2-8°C |
Safety Information
| RIDADR | NONH for all modes of transport |
|---|---|
| HS Code | 2932999099 |
Customs
| HS Code | 2932999099 |
|---|---|
| Summary | 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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Synonyms
| Listrocol |
| Acido,1,4-dicaffeilchinico |
| (1R,3R,4S,5R)-1,3-Bis{[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]oxy}-4,5-dihydroxycyclohexanecarboxylic acid |
| [1R-(1a,3a,4a,5b)]-1,3-Bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-4,5-dihydroxycyclohexanecarboxylic Acid |
| 1,5-Dicaffeoylquinic acid |
| 1,3-DICAFFEOYLQUINIC ACID |
| 1,3-O-Dicaffeoylquinic acid |
| (1R,3R,4S,5R)-1,3-Bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-4,5-dihydroxycyclohexanecarboxylic 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 |
| CINARINE |
| 1,4-Dicaffeylquinic acid |
| MFCD00075714 |
| Caffeic Acid 1-Carboxy-4,5-dihydroxy-1,3-cyclohexylene Ester |
| Cinarcaf |
| Cyclohexanecarboxylic acid, 1,3-bis[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-4,5-dihydroxy-, (1R,3R,4S,5R)- |
| 1,5-Dicaffeylquinic Acid |
| Cynarine |
| Cynara scolymus L, |
| Quinic Acid 1,5-Dicaffeic Ester |
| Plemocil |
| Cynarin |
| CINARAN |
| EINECS 214-655-7 |
| Dicaffeoylquinic Acid, 1,3- |
