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Rhodionin

Names

[ CAS No. ]:
85571-15-9

[ Name ]:
Rhodionin

[Synonym ]:
3,5,8-Trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 6-deoxy-α-L-mannopyranoside
4H-1-Benzopyran-4-one, 7-[(6-deoxy-α-L-mannopyranosyl)oxy]-3,5,8-trihydroxy-2-(4-hydroxyphenyl)-
Herbacetin-7-O-|A-L-rhamnopyranoside
Herbacetin 7-rhamnoside
Herbacetin-7-O-α-L-rhamnopyranoside
Rhodionin

Biological Activity

[Description]:

Rhodionin, isolated from the root of Rhodiola crenulata, is a specific non-competitive cytochrome P450 2D6 inhibitor with an IC50 of 0.761 μM and a Ki of 0.769 μM[1]. Rhodionin exhibits potent, dose-dependent inhibitory effects on acetylcholinesterase (AChE) with IC50 ranged from 57.50 to 2.43 μg/mL[2]. Rhodionin exhibits potent DPPH free radical scavenging activities, with an IC50 of 19.49 μM[3].

[Related Catalog]:

Research Areas >> Metabolic Disease
Signaling Pathways >> Neuronal Signaling >> AChE

[Target]

IC50: 0.761 μM (cytochrome P450 2D6)[1]；57.50-2.43 μg/mL (AChE)[2]；19.49 μM (DPPH free radical scavenging)[3]


[References]

[1]. Xu W, et al. Two potent cytochrome P450 2D6 inhibitors found in Rhodiola rosea. Pharmazie. 2013 Dec;68(12):974-6.

[2]. Li FJ, et al. Molecular interaction studies of acetylcholinesterase with potential acetylcholinesterase inhibitors from the root of Rhodiola crenulata using molecular docking and isothermal titration calorimetry methods. Int J Biol Macromol. 2017 Nov;104(Pt A):527-532.

[3]. Choe KI, et al. The antioxidant and anti-inflammatory effects of phenolic compounds isolated from the root of Rhodiola sachalinensis A. BOR. Molecules. 2012 Sep 27;17(10):11484-94.

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
802.9±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C21H20O11

[ Molecular Weight ]:
448.377

[ Flash Point ]:
284.4±27.8 °C

[ Exact Mass ]:
448.100555

[ PSA ]:
190.28000

[ LogP ]:
0.44

[ Vapour Pressure ]:
0.0±3.0 mmHg at 25°C

[ Index of Refraction ]:
1.755

[ Storage condition ]:
2-8℃

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds