Ferulenol

Modify Date: 2024-01-07 19:19:10

Ferulenol Structure
Ferulenol structure
Common Name Ferulenol
CAS Number 6805-34-1 Molecular Weight 366.49300
Density 1.07g/cm3 Boiling Point 492.8ºC at 760 mmHg
Molecular Formula C24H30O3 Melting Point N/A
MSDS N/A Flash Point 161.7ºC

 Use of Ferulenol


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].

 Names

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

 Ferulenol Biological Activity

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.

 Chemical & Physical Properties

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

 Safety Information

HS Code 2932209090

 Synthetic Route

~%

Ferulenol Structure

Ferulenol

CAS#:6805-34-1

Literature: Gebauer, Markus Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 6 p. 2414 - 2420

~9%

Ferulenol Structure

Ferulenol

CAS#:6805-34-1

Literature: Gebauer, Markus Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 6 p. 2414 - 2420

~%

Ferulenol Structure

Ferulenol

CAS#:6805-34-1

Literature: Appendino; Cravotto; Nano; Palmisano Synthetic Communications, 1992 , vol. 22, # 15 p. 2205 - 2212

~4%

Ferulenol Structure

Ferulenol

CAS#:6805-34-1

Literature: Cravotto, Giancarlo; Nano, Gian Mario; Palmisano, Giovanni; Tagliapietra, Silvia Synthesis, 2003 , # 8 p. 1286 - 1291

 Customs

HS Code 2932209090
Summary 2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 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
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