Ononetin

Ononetin
Identifiers
  • 1-(2,4-dihydroxyphenyl)-2-(4-methoxyphenyl)ethanone
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC15H14O4
Molar mass258.273 g·mol−1
3D model (JSmol)
  • COC1=CC=C(C=C1)CC(=O)C2=C(C=C(C=C2)O)O
  • 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
  • Key:XHBZOAYMBBUURD-UHFFFAOYSA-N

Ononetin is a natural product from the deoxybenzoin group, which is found in the Russian traditional medicine plant Ononis spinosa. It acts as an inhibitor of the transient receptor potential ion channel TRPM3 and has analgesic effects in animal studies,[1][2] as well as being used for research into the role of TRPM3 in the immune system dysfunction associated with chronic fatigue syndrome.[3][4]

  1. ^ Straub I, Mohr F, Stab J, Konrad M, Philipp SE, Oberwinkler J, Schaefer M (April 2013). "Citrus fruit and fabacea secondary metabolites potently and selectively block TRPM3". British Journal of Pharmacology. 168 (8): 1835–50. doi:10.1111/bph.12076. PMC 3623054. PMID 23190005.
  2. ^ Straub I, Krügel U, Mohr F, Teichert J, Rizun O, Konrad M, et al. (November 2013). "Flavanones that selectively inhibit TRPM3 attenuate thermal nociception in vivo". Molecular Pharmacology. 84 (5): 736–50. doi:10.1124/mol.113.086843. PMID 24006495. S2CID 20522738.
  3. ^ Cabanas H, Muraki K, Balinas C, Eaton-Fitch N, Staines D, Marshall-Gradisnik S (April 2019). "Validation of impaired Transient Receptor Potential Melastatin 3 ion channel activity in natural killer cells from Chronic Fatigue Syndrome/ Myalgic Encephalomyelitis patients". Molecular Medicine. 25 (1): 14. doi:10.1186/s10020-019-0083-4. PMC 6480905. PMID 31014226.
  4. ^ Cabanas H, Muraki K, Staines D, Marshall-Gradisnik S (2019). "Naltrexone Restores Impaired Transient Receptor Potential Melastatin 3 Ion Channel Function in Natural Killer Cells From Myalgic Encephalomyelitis/Chronic Fatigue Syndrome Patients". Frontiers in Immunology. 10: 2545. doi:10.3389/fimmu.2019.02545. PMC 6834647. PMID 31736966.