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6805-34-1

6805-34-1 structure
6805-34-1 structure
  • Name: Ferulenol
  • Chemical Name: 4-hydroxy-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]chromen-2-one
  • CAS Number: 6805-34-1
  • Molecular Formula: C24H30O3
  • Molecular Weight: 366.49300
  • Catalog: Research Areas Infection
  • Create Date: 2018-07-25 09:51:33
  • Modify Date: 2024-01-07 19:19:10
  • 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].
Name 4-hydroxy-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]chromen-2-one
Synonyms 4-hydroxy-3-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-2H-1-benzopyran-2-one
Ferulenol
prenylated 4-hydroxycoumarin
E,E-3-farnesyl-4-hydroxycoumarin
Description 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].
Related Catalog
In Vitro 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].
References

[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.

[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.

[3]. DrissLamnaouer, et al. Ferulenol and ω-hydroxyferulenol, toxic coumarins from Ferula communis var. genuine. Volume 26, Issue 6, 1987, Pages 1613-1615.
Density 1.07g/cm3
Boiling Point 492.8ºC at 760 mmHg
Molecular Formula C24H30O3
Molecular Weight 366.49300
Flash Point 161.7ºC
Exact Mass 366.21900
PSA 50.44000
LogP 6.46030
Index of Refraction 1.559
HS Code 2932209090
106-28-5 structure

106-28-5

~%

6805-34-1 structure

6805-34-1
Literature: Gebauer, Markus Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 6 p. 2414 - 2420
6784-45-8 structure

6784-45-8
13546-81-1 structure

13546-81-1

~9%

6805-34-1 structure

6805-34-1
Literature: Gebauer, Markus Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 6 p. 2414 - 2420
24163-93-7 structure

24163-93-7

~%

6805-34-1 structure

6805-34-1
Literature: Appendino; Cravotto; Nano; Palmisano Synthetic Communications, 1992 , vol. 22, # 15 p. 2205 - 2212
1076-38-6 structure

1076-38-6

~4%

6805-34-1 structure

6805-34-1
Literature: Cravotto, Giancarlo; Nano, Gian Mario; Palmisano, Giovanni; Tagliapietra, Silvia Synthesis, 2003 , # 8 p. 1286 - 1291
HS Code 2932209090
Summary 2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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