AdipoGen Life Sciences

Ferulenol

CHF 50.00
In stock
AG-CN2-0011-M0011 mgCHF 50.00
AG-CN2-0011-M0055 mgCHF 200.00
AG-CN2-0011-M01010 mgCHF 340.00
More Information
Product Details
Synonyms 4-Hydroxy-3-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-2H-chromen-2-one
Product Type Chemical
Properties
Formula

C24H30O3

MW 366.5
CAS 6805-34-1
Source/Host Chemicals Isolated from Ferula communis.
Purity Chemicals ≥97% (HPLC)
Appearance White to off-white solid.
Solubility Soluble in 100% ethanol, methanol or DMSO.
Identity Determined by 1H-NMR.
InChi Key NJJDBBUWWOAOLD-CFBAGHHKSA-N
Smiles OC(C1=CC=CC=C1O2)=C(C/C=C(C)/CC/C=C(C)/CC/C=C(C)/C)C2=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Prenylated 4-hydroxycoumarin. 
  • Anti-tumor compound [2].
  • Cytotoxic [2]. 
  • Stimulator of tubulin polymerization in vitro [2]. 
  • Inhibitor of colchicine binding to tubulin [2]. 
  • Antitubercular antibiotic with potent antibacterial activity [3]. 
  • Anti-coagulant, pro-haemorrhagic compound with higher activity than warfarin [4]. 
  • Shows hepatocyte toxicity [1, 4].
  • Disrupts mitochondrial membrane potential [5, 6].
  • Potent L-malate:quinone oxidoreductase (PfMQO) inhibitor in Plasmodium falciparum.
  • Antimalarial.
Product References
  1. Acute toxicity of ferulenol, a 4-hydroxycoumarin isolated from Ferula communis L: O. Fraigui, et al.; Vet. Hum. Toxicol. 44, 5 (2002)
  2. Microtubule-interacting activity and cytotoxicity of the prenylated coumarin ferulenol: C. Bocca, et al.; Planta Med. 68, 1135 (2002)
  3. Antimycobacterial coumarins from the sardinian giant fennel (Ferula communis): G. Appendino, et al.; J. Nat. Prod. 67, 210 (2004)
  4. Characterization of anti-coagulant properties of prenylated coumarin ferulenol: M. Monti, et al.; Biochim. Biophys. Acta 1770, 1437 (2007)
  5. Ferulenol specifically inhibits succinate ubiquinone reductase at the level of the ubiquinone cycle: M. Lahouel, et al.; BBRC 355, 252 (2007)
  6. Disruption of mitochondrial membrane potential by ferulenol and restoration by propolis extract: antiapoptotic role of propolis: B.H. Nadia, et al.; Acta Biol. Hung. 60, 385 (2009)
  7. Biochemical studies of membrane bound Plasmodium falciparum mitochondrial L-malate:quinone oxidoreductase, a potential drug target: E.D. Hartuti, et al.; BBA Bioenerg. 1859, 191 (2018)
  8. Plasmodium Parasite Malate-Quinone Oxidoreductase Functionally Complements a Yeast Deletion Mutant of Mitochondrial Malate Dehydrogenase: T. Ito, et al.; Microbiol. Spectr. ahead of print (2023)
© 2017 Adipogen Life Sciences. Pictures: © 2012 Martin Oeggerli. All Rights Reserved.