Rhodionin

Modify Date: 2024-01-19 10:51:16

Rhodionin Structure
Rhodionin structure
Common Name Rhodionin
CAS Number 85571-15-9 Molecular Weight 448.377
Density 1.7±0.1 g/cm3 Boiling Point 802.9±65.0 °C at 760 mmHg
Molecular Formula C21H20O11 Melting Point N/A
MSDS N/A Flash Point 284.4±27.8 °C

 Use of Rhodionin


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].

 Names

Name 3,5,8-trihydroxy-2-(4-hydroxyphenyl)-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one
Synonym More Synonyms

 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
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

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Rhodionin Structure

Rhodionin

CAS#:85571-15-9

Literature: Chemistry of Natural Compounds, , vol. 21, # 4 p. 464 - 473 Khimiya Prirodnykh Soedinenii, , vol. 21, # 4 p. 496 - 507

 Precursor & DownStream

Precursor  0

DownStream  1

 Synonyms

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
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