CAS Number70831-56-0
SynonymsCICHORINIC 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
Molecular FormulaC22H18O12
Molecular Weight474.37
Purity≥98.0 (HPLC)%
Density1.6±0.1 g/cm3
Boiling Point785.0±60.0 °C at 760 mmHg
Melting Point206 °C
AppearanceSolid;White to Light yellow to Light orange powder to crystal
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| Chemical & Physical Properties | |
|---|---|
| CAS Number | 70831-56-0 |
| Catalog No. | 2A-9009716 |
| Chinese Name | 菊苣酸 |
| Synonyms | 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 |
| Molecular Formula | C22H18O12 |
| Molecular Weight | 474.37 |
| Purity | ≥98.0 (HPLC) |
| Density | 1.6±0.1 g/cm3 |
| Boiling Point | 785.0±60.0 °C at 760 mmHg |
| Melting Point | 206 °C |
| Appearance | Solid;White to Light yellow to Light orange powder to crystal |
| Storage Condition | −20°C |
| Application | L-Chicoric Acid is an inhibitor of HIV-1 viral integrase in vitro and an inhibitor of the virus's replication in tissue culture. |
| PubChem ID | 329748312 |
| MDL Number | MFCD22683653 |
| SMILES | OC(=O)[C@H](OC(=O)\C=C\c1ccc(O)c(O)c1)[C@@H](OC(=O)\C=C\c2ccc(O)c(O)c2)C(O)=O |
| InChI | 1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20-/m1/s1 |
| InChI Key | YDDGKXBLOXEEMN-IABMMNSOSA-N |
| NACRES Code | NA.24 |
| UNSPSC | 85151701 |
| MSDS | msds/9716_1_70831_56_0.pdf |
| Bioactivity | 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 >> Others Research Areas >> Infection Natural 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 |
| Use of | 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: Properties Articles26 Name Cichoric acid Synonym More Synonyms Chicoric acid Biological Activity 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 >> Others Research Areas >> Infection Natural 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 Chemical & Physical Properties Molecular Formula C22H18O12 Exact Mass 474.079834 PSA 208.12000 Index of Refraction 1.726 InChIKey YDDGKXBLOXEEMN-IABMMNSOSA-N |
| Transport Info | Product name: Chichoric acid |
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