L-Chicoric Acid

L-Chicoric Acid ((-) -Chicoric acid) is a dicaffeoyltartaric acid and a potent, selective and reversible HIV-1 integrase inhibitor with an IC50 of ~100 nM. L-Chicoric Acid inhibits HIV-1 replication in tissue culture[1][2][3].

Product Specifications

CAS Number

[70831-56-0]

Product Name Alternative

(-) -Chicoric acid; trans-Caffeoyltartaric acid

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Endogenous Metabolite; HIV; HIV Integrase

Type

Natural Products

Related Pathways

Anti-infection; Metabolic Enzyme/Protease

Applications

COVID-19-anti-virus

Field of Research

Infection; Cancer

Assay Protocol

https://www.medchemexpress.com/L-Chicoric-Acid.html

Purity

99.85

Solubility

DMSO : 100 mg/mL (ultrasonic) |H2O : 3.33 mg/mL (ultrasonic; warming; heat to 60°C)

Smiles

O=C(O[C@@H](C(O)=O)[C@H](C(O)=O)OC(/C=C/C1=CC=C(O)C(O)=C1)=O)/C=C/C2=CC=C(O)C(O)=C2.[Rotation(-)]

Molecular Formula

C22H18O12

Molecular Weight

474.37

Precautions

H302, H315, H319, H335

References & Citations

[1]Reinke RA, 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. 2004 Sep 1;326 (2) :203-19.|[2]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. J Virol. 1998 Oct;72 (10) :8420-4.|[3]Robinson WE Jr. L-chicoric acid, an inhibitor of human immunodeficiency virus type 1 (HIV-1) integrase, improves on the in vitro anti-HIV-1 effect of a protease inhibitor (AG1350) . Antiviral Res. 1998 Aug;39 (2) :101-11.