Molecular structure of Ferulenol, CAS Number: 6805-34-1
Ferulenol (CAS 6805-34-1)
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Alternate Names:
2-Hydroxy-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]chromen-4-one
Application:
Ferulenol is antibiotic useful against mycobacteria similar to taxol
CAS Number:
6805-34-1
Purity:
≥96%
Molecular Weight:
366.49
Molecular Formula:
C24H30O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Ferulenol is a prenylated 4-hydroxycoumarin from Ferula communis. Ferulenol exerts taxol-like and dose-dependent cytotoxicity against various human tumor cell lines. Stimulator of tubulin polymerization in vitro and inhibitor of colchicine binding to tubulin. Antithrombotic, depressing the activity of all vitamin K-dependent coagulation factors. Ferulenol may act to have a higher activity than warfarin and lower toxicity. Ferulenol may act to display microtubule-interacting properties and anti-bacterial activity. In addition, it has been recently shown that ferulenol induces mitochondrial dysfunction. Antitubercular antibiotic with potent activity against Mycobacteria. Ferulenol shows hepatocyte toxicity.
Ferulenol (CAS 6805-34-1) References
- Acute toxicity of ferulenol, a 4-hydroxycoumarin isolated from Ferula communis L. | Fraigui, O., et al. 2002. Vet Hum Toxicol. 44: 5-7. PMID: 11828999
- Microtubule-interacting activity and cytotoxicity of the prenylated coumarin ferulenol. | Bocca, C., et al. 2002. Planta Med. 68: 1135-7. PMID: 12494346
- Antimycobacterial coumarins from the sardinian giant fennel (Ferula communis). | Appendino, G., et al. 2004. J Nat Prod. 67: 2108-10. PMID: 15620264
- Ferulenol specifically inhibits succinate ubiquinone reductase at the level of the ubiquinone cycle. | Lahouel, M., et al. 2007. Biochem Biophys Res Commun. 355: 252-7. PMID: 17292330
- Characterization of anti-coagulant properties of prenylated coumarin ferulenol. | Monti, M., et al. 2007. Biochim Biophys Acta. 1770: 1437-40. PMID: 17693024
- Disruption of mitochondrial membrane potential by ferulenol and restoration by propolis extract: antiapoptotic role of propolis. | Nadia, BH., et al. 2009. Acta Biol Hung. 60: 385-98. PMID: 20015830
- Experimental studies on the toxicity of some compounds isolated from Ferula communis in the rat. | Tagliapietra, S., et al. 1989. Res Commun Chem Pathol Pharmacol. 66: 333-6. PMID: 2602662
- Comparative inhibitory effect of prenylated coumarins, ferulenol and ferprenin, contained in the 'poisonous chemotype' of Ferula communis on mammal liver microsomal VKORC1 activity. | Louvet, MS., et al. 2015. Phytochemistry. 118: 124-30. PMID: 26314757
- Ferulenol, a Sesquiterpene Coumarin, Induce Apoptosis via Mitochondrial Dysregulation in Lung Cancer Induced by Benzo[a]pyrene: Involvement of Bcl2 Protein. | Lariche, N., et al. 2017. Anticancer Agents Med Chem. 17: 1357-1362. PMID: 28270083
- Variability of ferulenol and ferprenin concentration in French giant fennel (Ferula sp.) leaves. | Gault, G., et al. 2019. Toxicon. 165: 47-55. PMID: 31034847
- Structural and Biochemical Features of Eimeria tenella Dihydroorotate Dehydrogenase, a Potential Drug Target. | Sato, D., et al. 2020. Genes (Basel). 11: PMID: 33297567
- Synthesis of Ferulenol by Engineered Escherichia coli: Structural Elucidation by Using the In Silico Tools. | Klamrak, A., et al. 2021. Molecules. 26: PMID: 34684845
- Ferula communis L. (Apiaceae) Root Acetone-Water Extract: Phytochemical Analysis, Cytotoxicity and In Vitro Evaluation of Estrogenic Properties. | Maiuolo, J., et al. 2022. Plants (Basel). 11: PMID: 35893609
- Biochemical characterization and identification of ferulenol and embelin as potent inhibitors of malate:quinone oxidoreductase from Campylobacter jejuni. | Kabongo, AT., et al. 2023. Front Mol Biosci. 10: 1095026. PMID: 36776743
- Plasma ferulenol concentration and activity of clotting factors in sheep with Ferula communis variety brevifolia intoxication. | Tligui, N., et al. 1994. Am J Vet Res. 55: 1564-9. PMID: 7879980
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Ferulenol, 1 mg | sc-203046 | 1 mg | $56.00 | |||
Ferulenol, 5 mg | sc-203046A | 5 mg | $177.00 |