Ononetin

Names

[ CAS No. ]:
487-49-0

[ Name ]:
Ononetin

[Synonym ]:
Phenobarbital sodium salt
2,4-dihydroxy-4'-methoxy deoxybenzoin

Biological Activity

[Description]:

Ononetin, a natural deoxybenzoin, is a potent and selective TRPM3 channel blocker with an IC50 of 0.3 μM[1].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> TRP Channel

Research Areas >> Neurological Disease

[Target]

TRPM3:0.3 μM (IC50)

[In Vitro]

Ononetin (1-10 μM) completely and reversibly abrogates Ca2+ entry and ionic currents through recombinantly expressed TRPM3α2 and block the pregnenolone sulphate-inducible Ca2+ entry in primary cultures of mouse or rat dorsal root ganglia (DRG) neurones, indicating biological activity towards endogenously expressed TRPM3[1]. Oxidative intermediates of Ononetin may be involved in activating TRPA1, but not in the block of TRPM3 by Ononetin[1].

[In Vivo]

Ononetin (10 mg/kg, i.p.) treatment completely reverses established Freund's Complete Adjuvant (FCA)-induced heat hypersensitivity, demonstrating that the loss of hypersensitivity in Trpm3-/- mice is unlikely to be caused by developmental or compensatory mechanisms and suggests that TRPM3 may be a tractable target for inflammatory pain[2].

[References]

[1]. I Straub, et al. Citrus fruit and fabacea secondary metabolites potently and selectively block TRPM3. Br J Pharmacol. 2013 Apr;168(8):1835-50.

[2]. Omar Alkhatib, et al. Promiscuous G-Protein-Coupled Receptor Inhibition of Transient Receptor Potential Melastatin 3 Ion Channels by Gβγ Subunits. J Neurosci. 2019 Oct 2;39(40):7840-7852.

Chemical & Physical Properties

[ Density]:
1.275g/cm3

[ Boiling Point ]:
464.7ºC at 760mmHg

[ Melting Point ]:
158.0-162.0°C

[ Molecular Formula ]:
C₁₅H₁₄O₄

[ Molecular Weight ]:
258.26900

[ Flash Point ]:
176.9ºC

[ Exact Mass ]:
258.08900

[ PSA ]:
66.76000

[ LogP ]:
2.53180

[ Vapour Pressure ]:
2.95E-09mmHg at 25°C

[ Index of Refraction ]:
1.62

Safety Information

[ 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%