CAS 6805-34-1|Ferulenol

Introduction:Basic information about CAS 6805-34-1|Ferulenol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameFerulenol
CAS Number6805-34-1Molecular Weight366.49300
Density1.07g/cm3Boiling Point492.8ºC at 760 mmHg
Molecular FormulaC24H30O3Melting Point/
MSDS/Flash Point161.7ºC

Names

Name4-hydroxy-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]chromen-2-one
SynonymMore Synonyms

Ferulenol BiologicalActivity

DescriptionFerulenol, 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 CatalogResearch Areas >>Infection
In VitroFerulenol 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

Density1.07g/cm3
Boiling Point492.8ºC at 760 mmHg
Molecular FormulaC24H30O3
Molecular Weight366.49300
Flash Point161.7ºC
Exact Mass366.21900
PSA50.44000
LogP6.46030
Index of Refraction1.559
InChIKeyNJJDBBUWWOAOLD-CFBAGHHKSA-N
SMILESCC(C)=CCCC(C)=CCCC(C)=CCc1c(O)c2ccccc2oc1=O

Safety Information

HS Code2932209090

Customs

HS Code2932209090
Summary2932209090. 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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