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MENTHOFURAN

CAS No.:
494-90-6
Catalog Number:
AG00DCYZ
Molecular Formula:
C10H14O
Molecular Weight:
150.2176
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Product Description
Catalog Number:
AG00DCYZ
Chemical Name:
MENTHOFURAN
CAS Number:
494-90-6
Molecular Formula:
C10H14O
Molecular Weight:
150.2176
MDL Number:
MFCD00041851
IUPAC Name:
3,6-dimethyl-4,5,6,7-tetrahydro-1-benzofuran
InChI:
InChI=1S/C10H14O/c1-7-3-4-9-8(2)6-11-10(9)5-7/h6-7H,3-5H2,1-2H3
InChI Key:
YGWKXXYGDYYFJU-UHFFFAOYSA-N
SMILES:
CC1CCc2c(C1)occ2C
EC Number:
207-795-5
NSC Number:
315249
FEMA Number:
3235
Properties
Complexity:
144  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
150.104g/mol
Formal Charge:
0
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
150.221g/mol
Monoisotopic Mass:
150.104g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
13.1A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
3  
Literature
Title Journal
Characterization of rat liver proteins adducted by reactive metabolites of menthofuran. Chemical research in toxicology 20121119
Evaluation of inhibition selectivity for human cytochrome P450 2A enzymes. Drug metabolism and disposition: the biological fate of chemicals 20120901
Inhibition and inactivation of cytochrome P450 2A6 and cytochrome P450 2A13 by menthofuran, β-nicotyrine and menthol. Chemico-biological interactions 20120530
Molecular response of Musca domestica L. to Mintostachys verticillata essential oil, (4R)+-pulegone and menthone. Fitoterapia 20120301
In vitro production of M. × piperita not containing pulegone and menthofuran. Acta biochimica Polonica 20120101
Volatile organic compounds from rhizobacteria increase biosynthesis of essential oils and growth parameters in peppermint (Mentha piperita). Plant physiology and biochemistry : PPB 20111001
Metabolism and toxicity of menthofuran in rat liver slices and in rats. Chemical research in toxicology 20101115
Vapor toxicity of three prototype volatile insecticidal compounds to house fly (Diptera: Muscidae). Journal of medical entomology 20091101
Chemical composition and toxicity of the essential oils from Cunila species (Lamiaceae) on the cattle tick Rhipicephalus (Boophilus) microplus. Parasitology research 20090901
Nitration versus nitrosation chemistry of menthofuran: remarkable fragmentation and dimerization pathways and expeditious entry into dehydromenthofurolactone. The Journal of organic chemistry 20071221
14C-labeled pulegone and metabolites binding to alpha2u-globulin in kidneys of male F-344 rats. Journal of toxicology and environmental health. Part A 20070901
Cytochrome p450 enzymes mechanism based inhibitors: common sub-structures and reactivity. Current drug metabolism 20051001
Quenching of singlet molecular oxygen by Commiphora myrrha extracts and menthofuran. Fitoterapia 20050601
In vivo studies on the metabolism of the monoterpene pulegone in humans using the metabolism of ingestion-correlated amounts (MICA) approach: explanation for the toxicity differences between (S)-(-)- and (R)-(+)-pulegone. Journal of agricultural and food chemistry 20031022
Metabolism of (R)-(+)-menthofuran in Fischer-344 rats: identification of sulfonic acid metabolites. Drug metabolism and disposition: the biological fate of chemicals 20031001
Effect of Mentha x piperita essential oil and monoterpenes on cucumber root membrane potential. Phytochemistry 20011101
Demonstration that menthofuran synthase of mint (Mentha) is a cytochrome P450 monooxygenase: cloning, functional expression, and characterization of the responsible gene. Archives of biochemistry and biophysics 20010615
In vitro inhibition of cytochrome P450 enzymes in human liver microsomes by a potent CYP2A6 inhibitor, trans-2-phenylcyclopropylamine (tranylcypromine), and its nonamine analog, cyclopropylbenzene. Drug metabolism and disposition: the biological fate of chemicals 20010301
Metabolism of 3-methylindole by porcine liver microsomes: responsible cytochrome P450 enzymes. Toxicological sciences : an official journal of the Society of Toxicology 20000601
Properties