CAS 70831-56-0|Chicoric acid
| Common Name | Chicoric acid | ||
|---|---|---|---|
| CAS Number | 70831-56-0 | Molecular Weight | 474.371 |
| Density | 1.6±0.1 g/cm3 | Boiling Point | 785.0±60.0 °C at 760 mmHg |
| Molecular Formula | C22H18O12 | Melting Point | 206 °C |
| MSDS | USA | Flash Point | 272.9±26.4 °C |
Names
| Name | Cichoric acid |
|---|---|
| Synonym | More Synonyms |
Chicoric acid BiologicalActivity
| Description | L-Chicoric acid is an inhibitor of human immunodeficiency virus type 1 (HIV-1) integrase in vitro and of HIV-1 replication in tissue culture. IC50 value:Target:In vitro: Using quantitative real-time polymerase chain reaction (PCR), l-CA inhibits integration at concentrations from 500 nM to 10 μM but also inhibits entry at concentrations above 1 μM [1]. l-Chicoric acid, an inhibitor of human immunodeficiency virus type 1 (HIV-1) integrase, improves on the in vitro anti-HIV-1 effect of Zidovudine plus a protease inhibitor (AG1350) [2]. L-chicoric acid inhibits integrase and that the drug is likely to interact at residues near the catalytic triad in the integrase active site [3].In vivo: |
|---|---|
| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>InfectionNatural Products >>Phenylpropanoids |
| References | [1]. Ryan A Reinke, et al. l-Chicoric acid inhibits human immunodeficiency virus type 1 integration in vivo and is a noncompetitive but reversible inhibitor of HIV-1 integrase in vitro. Virology Volume 326, Issue 2, 1 September 2004, Pages 203–219 [2]. W Edward Robinson Jr., et al. l-Chicoric acid, an inhibitor of human immunodeficiency virus type 1 (HIV-1) integrase, improves on the in vitro anti-HIV-1 effect of Zidovudine plus a protease inhibitor (AG1350). Antiviral Research Volume 39, Issue 2, Augu [3]. King PJ, et al. Resistance to the anti-human immunodeficiency virus type 1 compound L-chicoric acid results from a single mutation at amino acid 140 of integrase. Journal of Virology, 1998, 72(10): 8420-8424 |
Chemical & Physical Properties
| Density | 1.6±0.1 g/cm3 |
|---|---|
| Boiling Point | 785.0±60.0 °C at 760 mmHg |
| Melting Point | 206 °C |
| Molecular Formula | C22H18O12 |
| Molecular Weight | 474.371 |
| Flash Point | 272.9±26.4 °C |
| Exact Mass | 474.079834 |
| PSA | 208.12000 |
| LogP | 3.81 |
| Vapour Pressure | 0.0±2.9 mmHg at 25°C |
| Index of Refraction | 1.726 |
| InChIKey | YDDGKXBLOXEEMN-IABMMNSOSA-N |
| SMILES | O=C(C=Cc1ccc(O)c(O)c1)OC(C(=O)O)C(OC(=O)C=Cc1ccc(O)c(O)c1)C(=O)O |
| Storage condition | −20°C |
Safety Information
| Hazard Codes | Xn |
|---|---|
| Risk Phrases | 22-42/43 |
| Safety Phrases | 22-36/37-45 |
| RIDADR | NONH for all modes of transport |
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Synonyms
| Butanedioic acid, 2,3-bis[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-, (2S,3S)- |
| CICHORINIC ACID |
| (2S,3S)-2,3-bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid |
| D-Chicoric acid |
| (2S,3S)-2,3-Bis{[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]oxy}succinic acid |
| Cichoric acid |
| chicoric acid |
| CHICHORIC ACID |
| Echinacea Extract |
| L-CHICORIC ACID |
| MFCD00189418 |
| (2r,3r)-2,3-bis[[(e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid |
