6,7,8-Trimethoxycoumarin

Names

[ CAS No. ]:
6035-49-0

[ Name ]:
6,7,8-Trimethoxycoumarin

[Synonym ]:
6,7,8-trimethoxychromen-2-one
6,7,8-Trimethoxy-2H-chromen-2-one
2H-1-Benzopyran-2-one, 6,7,8-trimethoxy-

Biological Activity

[Description]:

Dimethylfraxetin is a Carbonic anhydrase inhibitor, with a Ki value of 0.0097 μM.

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Carbonic Anhydrase

Research Areas >> Cancer

Natural Products >> Phenylpropanoids

[Target]

Ki: 0.0097 μM (Carbonic anhydrase)[1]

[In Vitro]

At CA I there is one stand out compound being Dimethylfraxetin (compound 17), a nanomolar CA I inhibitor. This trimethoxy coumarin is the most potent of any of the NP coumarins across the six CA isozymes of the present study[1].

[Kinase Assay]

Inhibitor (including Dimethylfraxetin) and enzyme solutions are preincubated together for 6 h at room temperature prior to assay, in order to allow for the formation of the enzyme-inhibitor complex[1].

[References]

[1]. Davis RA, et al. Natural product coumarins that inhibit human carbonic anhydrases. Bioorg Med Chem. 2013 Mar 15;21(6):1539-43.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
408.0±45.0 °C at 760 mmHg

[ Melting Point ]:
104-105ºC

[ Molecular Formula ]:
C₁₂H₁₂O₅

[ Molecular Weight ]:
236.221

[ Flash Point ]:
184.3±28.8 °C

[ Exact Mass ]:
236.068466

[ PSA ]:
57.90000

[ LogP ]:
1.75

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.545

[ Storage condition ]:
-20°C

Safety Information

[ Risk Phrases ]:
22

[ Safety Phrases ]:
22-45

[ HS Code ]:
2932209090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2932209090

[ Summary ]:
2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%