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2'-Methoxykurarinone

Names

[ CAS No. ]:
270249-38-2

[ Name ]:
2'-Methoxykurarinone

[Synonym ]:
4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxy-2-methoxyphenyl)-5-methoxy-8-[(2R)-5-methyl-2-(1-methylethenyl)-4-hexen-1-yl]-, (2S)-
(2S)-7-Hydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2R)-2-isopropenyl-5-methyl-4-hexen-1-yl]-5-methoxy-2,3-dihydro-4H-chromen-4-one
Kurarinone, 2'-O-methyl-
2'-Methoxykurarinone

Biological Activity

[Description]:

(2S)-2'-Methoxykurarinone, a compound isolated from the roots of Sophora flavescens, has anti-inflammatory, antipyretic, antidiabetic, and antineoplastic effects. (2S)-2'-Methoxykurarinone (MK) inhibits osteoclastogenesis and bone resorption through down-regulation of RANKL signaling. (2S)-2'-Methoxykurarinone (MK) displays cytotoxic activity against human myeloid leukemia HL-60 cells[1][2].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Others >> Others
Research Areas >> Inflammation/Immunology
Research Areas >> Metabolic Disease

[References]

[1]. Kim JY, et al. (2S)-2'-Methoxykurarinone inhibits osteoclastogenesis and bone resorption through down-regulation of RANKL signaling. Biol Pharm Bull. 2014;37(2):255-61.

[2]. Kang TH, et al. Cytotoxic lavandulyl flavanones from Sophora flavescens. J Nat Prod. 2000 May;63(5):680-1.

Chemical & Physical Properties

[ Density]:
1.171±0.06 g/cm3 (20 ºC 760 Torr)

[ Boiling Point ]:
643.6±55.0 °C at 760 mmHg

[ Melting Point ]:
112-115 ºC

[ Molecular Formula ]:
C27H32O6

[ Molecular Weight ]:
452.539

[ Flash Point ]:
213.2±25.0 °C

[ Exact Mass ]:
452.219879

[ PSA ]:
85.22000

[ LogP ]:
7.05

[ Vapour Pressure ]:
0.0±2.0 mmHg at 25°C

[ Index of Refraction ]:
1.575

[ Water Solubility ]:
Insuluble (2.6E-4 g/L) (25 ºC)

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds