Amentoflavone-4',4",7-trimethyl Ether

Names

[ CAS No. ]:
521-34-6

[ Name ]:
Amentoflavone-4',4",7-trimethyl Ether

[Synonym ]:
Amentoflavone-4',4",7-trimethyl Ether
I-7,I-4',II-4'-tri-O-methylamentoflavone
Amentoflavone-7,4',4'''-trimethyl ether
5,7-Dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)-4H-chromen-4-one
Sciadopitysin
5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)chromen-4-one
4H-1-Benzopyran-4-one, 5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)-
Sciadopytissin
Jin Song biflavone

Biological Activity

[Description]:

Sciadopitysin is a type of biflavonoids in leaves from ginkgo biloba[1]. Sciadopitysi inhibits RANKL-induced osteoclastogenesis and bone loss by inhibiting NF-κB activation and reducing the expression of c-Fos and NFATc1[2].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

[Target]

NF-κB

[In Vitro]

Sciadopitysin (2.5, 5, 10 μM ) strongly reduces RANKL-induced osteoclast-specific genes expression, including cathepsin K (CTSK), tartrate-resistant acid phosphatase (TRAP) and MMP-9. Furthermore, Sciadopitysin apparently attenuates RANKL-increased expressions of c-Fos and NFATc1[2].

[In Vivo]

Sciadopitysin (i.p.; 10 mg/kg; every other day for 8 days) can reverse the bone loss in LPS-induced mice model (C57BL/6 mice; 6 weeks old)[2].

[References]

[1]. Briançon-Scheid F, et al. HPLC Separation and Quantitative Determination of Biflavones in Leaves from Ginkgo biloba. Planta Med. 1983 Dec;49(12):204-7.

[2]. Sciadopitysin suppresses RANKL-mediated osteoclastogenesis and prevents boneloss in LPS-treated mice. Int Immunopharmacol. 2017 Aug;49:109-117.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
839.6±65.0 °C at 760 mmHg

[ Melting Point ]:
296-298ºC

[ Molecular Formula ]:
C₃₃H₂₄O₁₀

[ Molecular Weight ]:
580.538

[ Flash Point ]:
276.2±27.8 °C

[ Exact Mass ]:
580.136963

[ PSA ]:
148.80000

[ LogP ]:
5.50

[ Vapour Pressure ]:
0.0±3.2 mmHg at 25°C

[ Index of Refraction ]:
1.684

Safety Information

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
24/25

[ HS Code ]:
29329990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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