Ferulenol

For research use only. Not for therapeutic Use.

  • CAT Number: I011661
  • CAS Number: 6805-34-1
  • Molecular Formula: C24H30O3
  • Molecular Weight: 366.49
  • Purity: ≥95%
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Ferulenol, a sesquiterpene prenylated coumarin derivative, specifically inhibits succinate ubiquinone reductase at the level of the ubiquinonecycle. Ferulenol shows good antimycobacterial activity and haemorrhagic action[1][2][3].
Ferulenol inhibits the oxidative phosphorylation process by interacting with adenine nucleotide translocase (ANT) and the complex II of the respiratory chain. At low concentrations, ferulenol inhibited ATP synthesis by inhibition of the adenine nucleotide translocase without limitation of mitochondrial respiration. At higher concentrations, ferulenol inhibited oxygen consumption. Ferulenol caused specific inhibition of succinate ubiquinone reductase without altering succinate dehydrogenase activity of the complex II[1]. Ferulenol inhibits succinate ubiquinone reductase(SQR) activity in a concentration-dependent manner and is as effective as thenoyltrifluoroacetone (TTFA)[1].


Catalog Number I011661
CAS Number 6805-34-1
Synonyms

4-hydroxy-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]chromen-2-one

Molecular Formula C24H30O3
Purity ≥95%
InChI InChI=1S/C24H30O3/c1-17(2)9-7-10-18(3)11-8-12-19(4)15-16-21-23(25)20-13-5-6-14-22(20)27-24(21)26/h5-6,9,11,13-15,25H,7-8,10,12,16H2,1-4H3/b18-11+,19-15+
InChIKey NJJDBBUWWOAOLD-CFBAGHHKSA-N
SMILES CC(=CCCC(=CCCC(=CCC1=C(C2=CC=CC=C2OC1=O)O)C)C)C
Reference

[1]. Lahouel M, et al. Ferulenol specifically inhibits succinate ubiquinone reductase at the level of the ubiquinonecycle. Biochem Biophys Res Commun. 2007 Mar 30;355(1):252-7.
 [Content Brief]

[2]. Mamoci E, et al. Chemical composition and in vitro activity of plant extracts from Ferula communis and Dittrichia viscosa against postharvest fungi. Molecules. 2011 Mar 22;16(3):2609-25.
 [Content Brief]

[3]. DrissLamnaouer, et al. Ferulenol and ω-hydroxyferulenol, toxic coumarins from Ferula communis var. genuine. Volume 26, Issue 6, 1987, Pages 1613-1615.

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