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6805-34-1

6805-34-1 | Ferulenol

CAS No: 6805-34-1 Catalog No: AG006G9D MDL No:

Product Description

Catalog Number:
AG006G9D
Chemical Name:
Ferulenol
CAS Number:
6805-34-1
Molecular Formula:
C24H30O3
Molecular Weight:
366.4932
IUPAC Name:
4-hydroxy-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]chromen-2-one
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+
InChI Key:
NJJDBBUWWOAOLD-CFBAGHHKSA-N
SMILES:
CC(=CCc1c(O)oc2c(c1=O)cccc2)CCC=C(CCC=C(C)C)C
NSC Number:
655150

Properties

Complexity:
645  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
2  
Exact Mass:
366.219g/mol
Formal Charge:
0
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
366.501g/mol
Monoisotopic Mass:
366.219g/mol
Rotatable Bond Count:
8  
Topological Polar Surface Area:
46.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6.9  

Literature

Title Journal
Disruption of mitochondrial membrane potential by ferulenol and restoration by propolis extract: antiapoptotic role of propolis. Acta biologica Hungarica 20091201
Characterization of anti-coagulant properties of prenylated coumarin ferulenol. Biochimica et biophysica acta 20071001
Ferulenol specifically inhibits succinate ubiquinone reductase at the level of the ubiquinone cycle. Biochemical and biophysical research communications 20070330
Synthesis and structure-activity relationships of novel warfarin derivatives. Bioorganic & medicinal chemistry 20070315
Antimycobacterial coumarins from the sardinian giant fennel (Ferula communis). Journal of natural products 20041201
HPLC-DAD-MS identification of bioactive secondary metabolites from Ferula communis roots. Fitoterapia 20040601
Farnesyloxycoumarins, a new class of squalene-hopene cyclase inhibitors. Bioorganic & medicinal chemistry letters 20040419
Microtubule-interacting activity and cytotoxicity of the prenylated coumarin ferulenol. Planta medica 20021201
Acute toxicity of ferulenol, a 4-hydroxycoumarin isolated from Ferula communis L. Veterinary and human toxicology 20020201

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