Scrophulein

Names

[ Name ]:
Scrophulein

[Synonym ]:
5,4'-dihydroxy-6,7-dimethoxyflavone
5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxychromen-4-one
Flavone, 4',5-dihydroxy-6,7-dimethoxy-
6,7-Dimethoxyscutellarein
Circimaritin
7-Methylcapillarisin
5-Hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-4H-chromen-4-one
cirsimartin
5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-chromen-4-one
Scrophulein
4H-1-Benzopyran-4-one,5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy
Skrofulein
4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-
4',5-Dihydroxy-6,7-dimethoxyflavone
cirsimaritin

Biological Activity

[Description]:

Cirsimaritin binds weakly to the benzodiazepine site on GABAA receptors, with antidepressant, anxiolytic and antinociceptive activities.

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor

Signaling Pathways >> Neuronal Signaling >> GABA Receptor

Research Areas >> Neurological Disease

Natural Products >> Others

[In Vivo]

Cirsimaritin significantly reduces the anxiety in mice. Cirsimaritin does not decrease by co-administration of flumazenil (2.5 mg/kg) with salvigenin, rosmanol and cirsimaritin (10 mg/kg), indicating that the high-affinity benzodiazepine binding site is not involved in the anxiolytic activity induced by these compounds[1].

[References]

[1]. Abdelhalim A, et al. Antidepressant, Anxiolytic and Antinociceptive Activities of Constituents from Rosmarinus Officinalis. J Pharm Pharm Sci. 2015;18(4):448-59.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
563.6±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₇H₁₄O₆

[ Molecular Weight ]:
314.289

[ Flash Point ]:
211.5±23.6 °C

[ Exact Mass ]:
314.079041

[ PSA ]:
89.13000

[ LogP ]:
1.97

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.646

[ Storage condition ]:
?20°C

Safety Information

[ Symbol ]:

GHS06, GHS09

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301-H410

[ Precautionary Statements ]:
P273-P301 + P310-P501

[ Hazard Codes ]:
T,N

[ Risk Phrases ]:
25-50

[ Safety Phrases ]:
45-61

[ RIDADR ]:
UN 2811 6.1 / PGIII

[ HS Code ]:
2914509090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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%

Articles

[Studies on flavonoid constituents from herbs of Artemisia ordosica II].

Zhongguo Zhong Yao Za Zhi 31(23) , 1959-61, (2006)

To study the chemical constituents of herbs of Artemisia ordosica.The chemical constituents were isolated and repeatedly purified on silica gel column and the structures were elucidated by the NMR spe...

[Study on chemical constituents from Incarvillea arguta and their accelerating PC-12 cell differentiation].

Zhongguo Zhong Yao Za Zhi 30(17) , 1335-8, (2005)

To study chemical constituents of Incarvillea arguta and their accelerating PC-12 cell differentiation.The constituents were isolated and repeatedly purified on silica gel column chromatography, and w...

[Determination of flavonoids in buds of Herba Artemisiae Scopariae by HPLC].

Zhongguo Zhong Yao Za Zhi 30(8) , 591-4, (2005)

To develop a quantitative method for the determination of four flavonoids in buds of Herba Artemisiae Scopariae.The sample was extracted by ultrasonic with ethyl acetate for 30 minutes and separated o...