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Menthofuran (CAS 494-90-6)

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Alternate Names:
3,6-Dimethyl-4,5,6,7-tetrahydrobenzo[b]furan
Application:
Menthofuran is a useful biochemical for proteomics research
CAS Number:
494-90-6
Molecular Weight:
150.22
Molecular Formula:
C10H14O
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Menthofuran functions as an aroma compound in various experimental applications. It interacts with specific receptors in the olfactory system. At the molecular level, menthofuran binds to and activates certain sensory receptors. Its specific interactions with olfactory and gustatory receptors make it a subject of interest in understanding the mechanisms underlying sensory processing.


Menthofuran (CAS 494-90-6) References

  1. Metabolism of (R)-(+)-pulegone and (R)-(+)-menthofuran by human liver cytochrome P-450s: evidence for formation of a furan epoxide.  |  Khojasteh-Bakht, SC., et al. 1999. Drug Metab Dispos. 27: 574-80. PMID: 10220485
  2. Biosynthesis of menthofuran in Mentha x piperita: stereoselective and mechanistic studies.  |  Fuchs, S., et al. 1999. J Agric Food Chem. 47: 4100-5. PMID: 10552773
  3. Menthofuran regulates essential oil biosynthesis in peppermint by controlling a downstream monoterpene reductase.  |  Mahmoud, SS. and Croteau, RB. 2003. Proc Natl Acad Sci U S A. 100: 14481-6. PMID: 14623962
  4. Reactive intermediates in the oxidation of menthofuran by cytochromes P-450.  |  Thomassen, D., et al. 1992. Chem Res Toxicol. 5: 123-30. PMID: 1581528
  5. Nitration versus nitrosation chemistry of menthofuran: remarkable fragmentation and dimerization pathways and expeditious entry into dehydromenthofurolactone.  |  De Lucia, M., et al. 2007. J Org Chem. 72: 10123-9. PMID: 18044925
  6. Metabolism and toxicity of menthofuran in rat liver slices and in rats.  |  Khojasteh, SC., et al. 2010. Chem Res Toxicol. 23: 1824-32. PMID: 20945912
  7. Characterization of rat liver proteins adducted by reactive metabolites of menthofuran.  |  Khojasteh, SC., et al. 2012. Chem Res Toxicol. 25: 2301-9. PMID: 23106769
  8. Menthofuran-dependent and independent aspects of pulegone hepatotoxicity: roles of glutathione.  |  Thomassen, D., et al. 1990. J Pharmacol Exp Ther. 253: 567-72. PMID: 2338648
  9. Synthetic models related to methoxalen and menthofuran-cytochrome P450 (CYP) 2A6 interactions. benzofuran and coumarin derivatives as potent and selective inhibitors of CYP2A6.  |  Yamaguchi, Y., et al. 2013. Chem Pharm Bull (Tokyo). 61: 997-1001. PMID: 23902929
  10. Genetic variability, character association, and path analysis for economic traits in menthofuran rich half-sib seed progeny of Mentha piperita L.  |  Kumar, B., et al. 2014. Biomed Res Int. 2014: 150830. PMID: 24963471
  11. Hepatotoxicity of monoterpenes and sesquiterpenes.  |  Zárybnický, T., et al. 2018. Arch Toxicol. 92: 1-13. PMID: 28905185
  12. The metabolism of the abortifacient terpene, (R)-(+)-pulegone, to a proximate toxin, menthofuran.  |  Gordon, WP., et al. 1987. Drug Metab Dispos. 15: 589-94. PMID: 2891472
  13. Furanolysis with Menthofuran: A New Depolymerization Method for Analyzing Condensed Tannins.  |  Billerach, G., et al. 2020. J Agric Food Chem. 68: 2917-2926. PMID: 31013083
  14. Antioxidant Mechanisms Underlying the Gastroprotective Effect of Menthofuran on Experimentally Induced Gastric Lesions in Rodents.  |  Alves, NM., et al. 2023. Evid Based Complement Alternat Med. 2023: 9192494. PMID: 37064952
  15. (R)-(+)-Menthofuran is a potent, mechanism-based inactivator of human liver cytochrome P450 2A6.  |  Khojasteh-Bakht, SC., et al. 1998. Drug Metab Dispos. 26: 701-4. PMID: 9660853

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Menthofuran, 10 g

sc-279304
10 g
$118.00