Skullcapflavone II

Names

[ Name ]:
Skullcapflavone II

[Synonym ]:
5-Hydroxy-2-(2-hydroxy-6-methoxyphenyl)-6,7,8-trimethoxy-4H-chromen-4-one
Neobaicalein
Skullcapflavone II
5-hydroxy-2-(2-hydroxy-6-methoxyphenyl)-6,7,8-trimethoxychromen-4-one
5,2'-Dihydroxy-6,7,8,6'-tetramethoxyflavone
4H-1-Benzopyran-4-one, 5-hydroxy-2-(2-hydroxy-6-methoxyphenyl)-6,7,8-trimethoxy-
Scullcapflavone II

Biological Activity

[Description]:

Skullcapflavone II, a flavonoid derived from Scutellaria baicalensis, has anti-inflammatory, anti-microbial activities. Skullcapflavone II regulates osteoclast differentiation, survival, and function. Skullcapflavone II exerts potent antimicrobial activity against M. aurum and M. bovis BCG[1][2].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

Skullcapflavone II inhibits osteoclastogenesis with decreased activation of MAPKs, Src, and cAMP response element-binding protein (CREB), which have been known to be redox sensitive. Skullcapflavone II decreases reactive oxygen species by scavenging them or activating nuclear factor-erythroid 2-related factor 2 (Nrf2), and its effects were partially reversed by hydrogen peroxide cotreatment or Nrf2 deficiency[2].

[In Vivo]

Skullcapflavone II, a potential bradykinin antagonist, reduces the major pathophysiological features of allergic asthma, at least in part by acting on TGF-β1/Smad signaling pathways[3].

[References]

[1]. Solnier J, et al. Flavonoids as Novel Efflux Pump Inhibitors and Antimicrobials Against Both Environmental and Pathogenic Intracellular Mycobacterial Species. Molecules. 2020;25(3):734. Published 2020 Feb 7.

[2]. Lee J, et al. Skullcapflavone II inhibits osteoclastogenesis by regulating reactive oxygen species and attenuates the survival and resorption function of osteoclasts by modulating integrin signaling. FASEB J. 2019;33(2):2026-2036.

[3]. Jang HY, et al. Skullcapflavone II inhibits ovalbumin-induced airway inflammation in a mouse model of asthma [published correction appears in Int Immunopharmacol. 2013 Sep;17(1):154]. Int Immunopharmacol. 2012;12(4):666-674.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
636.9±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₉H₁₈O₈

[ Molecular Weight ]:
374.341

[ Flash Point ]:
230.9±25.0 °C

[ Exact Mass ]:
374.100159

[ PSA ]:
107.59000

[ LogP ]:
1.58

[ Vapour Pressure ]:
0.0±1.9 mmHg at 25°C

[ Index of Refraction ]:
1.613

Safety Information

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2914509090

Customs

[ HS Code ]: 2914509090

[ Summary ]:
HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%