CAS 70831-56-0|Chicoric acid

Introduction:Basic information about CAS 70831-56-0|Chicoric acid, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameChicoric acid
CAS Number70831-56-0Molecular Weight474.371
Density1.6±0.1 g/cm3Boiling Point785.0±60.0 °C at 760 mmHg
Molecular FormulaC22H18O12Melting Point206 °C
MSDSUSAFlash Point272.9±26.4 °C

Names

NameCichoric acid
SynonymMore Synonyms

Chicoric acid BiologicalActivity

DescriptionL-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 CatalogSignaling 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

Density1.6±0.1 g/cm3
Boiling Point785.0±60.0 °C at 760 mmHg
Melting Point206 °C
Molecular FormulaC22H18O12
Molecular Weight474.371
Flash Point272.9±26.4 °C
Exact Mass474.079834
PSA208.12000
LogP3.81
Vapour Pressure0.0±2.9 mmHg at 25°C
Index of Refraction1.726
InChIKeyYDDGKXBLOXEEMN-IABMMNSOSA-N
SMILESO=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 CodesXn
Risk Phrases22-42/43
Safety Phrases22-36/37-45
RIDADRNONH 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
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