osthenol Chemical Properties

Melting point:

89-91 °C

Boiling point:

422.8±45.0 °C(Predicted)

Density 

1.203±0.06 g/cm3(Predicted)

storage temp. 

Store at -20°C

form 

Solid

pka

8.45±0.20(Predicted)

color 

White to yellow

InChI

InChI=1S/C14H14O3/c1-9(2)3-6-11-12(15)7-4-10-5-8-13(16)17-14(10)11/h3-5,7-8,15H,6H2,1-2H3

InChIKey

RAKJVIPCCGXHHS-UHFFFAOYSA-N

SMILES

C1(=O)OC2=C(C/C=C(/C)\C)C(O)=CC=C2C=C1

LogP

3.342 (est)

osthenol Usage And Synthesis

Chemical Properties

Soluble in methanol, ethanol, DMSO and other organic solvents, derived from Rhizoma et Radix Notopterygii.

Uses

Osthenol (Ostenol), a prenylated coumarin isolated from the dried roots of Angelica pubescens, is selective, reversible, and competitive human monoamine oxidase-A (hMAO-A) inhibitor (Ki=0.26 μM). Osthenol potently inhibits recombinant hMAO-A with an IC50 of 0.74 μM and shows a high selectivity index for hMAO-A versus hMAO-B[1].

Definition

ChEBI: Osthenol is a hydroxycoumarin that is umbelliferone in which the hydrogen at position 8 has been replaced by a prenyl group. It has a role as a plant metabolite and an antifungal agent. It is functionally related to an umbelliferone.

Biological Activity

Ostenol (Ostenol), a preacylated coumarin isolated from the dried roots of Ostonia, is a reversible, selective and competitive inhibitor of human monoamine oxidase-A (hMAO-A) (Ki=0.26 μM) . Oshenol has a potential selective inhibitory effect on recombinant hMAO-A with IC50 of 0.74 μM, showing a high selectivity index for hMAO-A and hMAO-B.

IC 50

hMAO-A: 0.26 μM (Ki); hMAO-A: 0.74 μM (IC₅₀)

References

[1] Baek SC, et al. Osthenol, a prenylated coumarin, as a monoamine oxidase A inhibitor with high selectivity. Bioorg Med Chem Lett. 2019;29(6):839-843. DOI:10.1016/j.bmcl.2019.01.016
[2] Liao ZC, et al. Zhongguo Zhong Yao Za Zhi. 2017;42(15):2999-3003. DOI:10.19540/j.cnki.cjcmm.20170512.003

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