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ferulenol
4H-1-benzopyran-4-one, 2-hydroxy-3-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]-

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Name:4-hydroxy-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]chromen-2-one
CAS Number: 6805-34-1Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J128.596C
MDL:MFCD02183471
XlogP3-AA:6.90 (est)
Molecular Weight:366.50070000
Formula:C24 H30 O3
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 492.80 °C. @ 760.00 mm Hg (est)
Flash Point: 323.00 °F. TCC ( 161.70 °C. ) (est)
logP (o/w): 7.730 (est)
Soluble in:
 water, 0.001063 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Ferulenol ≥95%
Odor: characteristic
Use: Ferulenol is first isolated from F. communis and it is a prenylated 4-hydroxycoumarin that shows potent antimycobacterial activ
Santa Cruz Biotechnology
For experimental / research use only.
Ferulenol ≥96%
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for ferulenol usage levels up to:
 not for fragrance use.
 
Recommendation for ferulenol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :54679300
National Institute of Allergy and Infectious Diseases:Data
4-hydroxy-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]chromen-2-one
Chemidplus:0006805341
 
References:
 4-hydroxy-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]chromen-2-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):54679300
Pubchem (sid):135079018
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEMBL:View
HMDB (The Human Metabolome Database):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
4H-1-benzopyran-4-one, 2-hydroxy-3-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]-
4-hydroxy-3-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-2H-1-benzopyran-2-one
4-hydroxy-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]chromen-2-one
 

Articles:

PubMed:Occurrence, elimination, and risk of anticoagulant rodenticides and drugs during wastewater treatment.
PubMed:Chemical composition and in vitro activity of plant extracts from Ferula communis and Dittrichia viscosa against postharvest fungi.
PubMed:Disruption of mitochondrial membrane potential by ferulenol and restoration by propolis extract: antiapoptotic role of propolis.
PubMed:Characterization of anti-coagulant properties of prenylated coumarin ferulenol.
PubMed:Ferulenol specifically inhibits succinate ubiquinone reductase at the level of the ubiquinone cycle.
PubMed:Synthesis and structure-activity relationships of novel warfarin derivatives.
PubMed:Antimycobacterial coumarins from the sardinian giant fennel (Ferula communis).
PubMed:Antimycobacterial constituents from Juniperus procera, Ferula communis and Plumbago zeylanica and their in vitro synergistic activity with isonicotinic acid hydrazide.
PubMed:HPLC-DAD-MS identification of bioactive secondary metabolites from Ferula communis roots.
PubMed:Microtubule-interacting activity and cytotoxicity of the prenylated coumarin ferulenol.
PubMed:Acute toxicity of ferulenol, a 4-hydroxycoumarin isolated from Ferula communis L.
PubMed:Plasma ferulenol concentration and activity of clotting factors in sheep with Ferula communis variety brevifolia intoxication.
PubMed:Ferula communis variety brevifolia intoxication of sheep.
PubMed:Experimental studies on the toxicity of some compounds isolated from Ferula communis in the rat.
PubMed:Experimental studies on the toxicity of Ferula communis in the rat.
PubMed:Complex Acetylenes from the Roots of Ferula communis.
 
Notes:
intoxicating component of powdered ferula communis variety brevifolia.
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