Ononetin

Modify Date: 2024-01-14 18:14:23

Ononetin Structure
Ononetin structure
Common Name Ononetin
CAS Number 487-49-0 Molecular Weight 258.26900
Density 1.275g/cm3 Boiling Point 464.7ºC at 760mmHg
Molecular Formula C15H14O4 Melting Point 158.0-162.0°C
MSDS N/A Flash Point 176.9ºC

 Use of Ononetin


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

 Names

Name 1-(2,4-dihydroxyphenyl)-2-(4-methoxyphenyl)ethanone
Synonym More Synonyms

 Ononetin 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
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

~10%

Ononetin Structure

Ononetin

CAS#:487-49-0

Literature: Waehaelae, Kristiina; Hase, Tapio A. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , # 12 p. 3005 - 3008

~55%

Ononetin Structure

Ononetin

CAS#:487-49-0

Literature: HANBUL COSMETIC CO., LTD. Patent: WO2005/54169 A1, 2005 ; Location in patent: Page/Page column 8; 9 ;

~94%

Ononetin Structure

Ononetin

CAS#:487-49-0

Literature: Pazenok, Sergii; Lui, Norbert Patent: US2010/121082 A1, 2010 ; Location in patent: Page/Page column 2 ;

~%

Ononetin Structure

Ononetin

CAS#:487-49-0

Literature: Walz Justus Liebigs Annalen der Chemie, 1931 , vol. 489, p. 118,127, 140

~%

Ononetin Structure

Ononetin

CAS#:487-49-0

Literature: Virtanen; Hietala Acta Chemica Scandinavica (1947-1973), 1958 , vol. 12, p. 579 Full Text Show Details Bradbury; White Journal of the Chemical Society, 1951 , p. 3447 Full Text Show Details Bose; Siddiqui Journal of Scientific and Industrial Research, 1951 , vol. 10 B, p. 291,292

~%

Ononetin Structure

Ononetin

CAS#:487-49-0

Literature: Whalley Journal of the Chemical Society, 1957 , p. 1833,1834

~%

Ononetin Structure

Ononetin

CAS#:487-49-0

Literature: Whalley Journal of the Chemical Society, 1957 , p. 1833,1834

~%

Ononetin Structure

Ononetin

CAS#:487-49-0

Literature: Baker; Eastwood Journal of the Chemical Society, 1929 , p. 2907

~%

Ononetin Structure

Ononetin

CAS#:487-49-0

Literature: Whalley Journal of the Chemical Society, 1957 , p. 1833,1834

 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%

 Synonyms

Phenobarbital sodium salt
2,4-dihydroxy-4'-methoxy deoxybenzoin