Ononetin, a naturally occurring deoxybenzoin isolated from the Russian traditional medicine plant Ononis spinosa, is a novel and potent TRPM3 (transient receptor potential melastatin 3) channel blocker (IC50=300 nM).

Physicochemical Properties

Molecular Formula	C15H14O4
Molecular Weight	258.27
Exact Mass	258.089
CAS #	487-49-0
PubChem CID	259632
Appearance	White to off-white solid powder
Density	1.275g/cm3
Boiling Point	464.7ºC at 760mmHg
Melting Point	158.0-162.0°C
Flash Point	176.9ºC
Vapour Pressure	2.95E-09mmHg at 25°C
Index of Refraction	1.62
LogP	2.531
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Heavy Atom Count	19
Complexity	297
Defined Atom Stereocenter Count	0
InChi Key	XHBZOAYMBBUURD-UHFFFAOYSA-N
InChi Code	InChI=1S/C15H14O4/c1-19-12-5-2-10(3-6-12)8-14(17)13-7-4-11(16)9-15(13)18/h2-7,9,16,18H,8H2,1H3
Chemical Name	1-(2,4-dihydroxyphenyl)-2-(4-methoxyphenyl)ethanone
Synonyms	Ononetin1-(2,4-Dihydroxyphenyl)-2-(4-methoxyphenyl)ethanone
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro	In primary cultures of mouse or rat dorsal root ganglia (DRG) neurones, ononetin (1–10 μM) completely and reversibly abolishes Ca2+ entry and ionic currents through recombinantly expressed TRPM3α2 and blocks the pregnenolone sulphate-inducible Ca2+ entry, indicating biological activity towards endogenously expressed TRPM3[1]. Ononetin's oxidative intermediates might be involved in activating TRPA1, but not in Ononetin's blocking of TRPM3[1].
ln Vivo	Treatment with ononetin (10 mg/kg, ip) completely reverses heat hypersensitivity induced by Freund's Complete Adjuvant (FCA), indicating that TRPM3-/-mice's loss of hypersensitivity is unlikely to be due to compensatory or developmental mechanisms and pointing to TRPM3 as a potential target for inflammatory pain[2].
References	[1]. Citrus fruit and fabacea secondary metabolites potently and selectively block TRPM3. Br J Pharmacol. 2013 Apr;168(8):1835-50. [2]. 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.
Additional Infomation	1-(2,4-Dihydroxyphenyl)-2-(4-methoxyphenyl)ethanone is a stilbenoid.

Solubility Data

Solubility (In Vitro)

DMSO : ~100 mg/mL (~387.19 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (9.68 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (9.68 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (9.68 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.8719 mL	19.3596 mL	38.7192 mL
	5 mM	0.7744 mL	3.8719 mL	7.7438 mL
	10 mM	0.3872 mL	1.9360 mL	3.8719 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.