menthofuran
4,5,6,7-tetrahydro-3,6-dimethylbenzofuran
 
Notes:
derives from cyclization of pulegone.
  • Berjé
    • Berje Inc.
      Where the world comes to its senses
      Where the world comes to its senses - Berjé is a global distributor of Essential Oils and Aromatic Chemicals.
      Berjé is a family-owned business that has been in operation for six decades. The company's origins and strength lie in a profound understanding of the supply and the quality of the diverse raw materials consumed by the flavor and fragrance industries. This base was expanded upon more than two decades ago to include fragrance production. The company's unparalleled raw material expertise is focused on the supply of essential oils and aromatic chemicals. This is supported by our long-standing relationships with a worldwide fabric of producers ensuring the greatest prospects for uninterrupted supply in markets that are often volatile and unpredictable.
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      Product(s):
      Mentho Furan
       
  • BOC Sciences
    • BOC Sciences
      Best of Chemicals Supplier
      Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecule and chiral compounds.
      BOC Sciences provides a wide range of services to support the pharmaceutical industry through all stages of drug discovery including Custom Synthesis of those chemicals that are not in stock, Isotope Labeling Service, Chiral Synthesis and Resolution, Bioconjugation, PEGylation services, analytical services.
      BOC Sciences is a brand of BOCSCI Inc. We leverage our wide spectrum of business in the fields of development, manufacturing, marketing, and distribution to help you make best-informed decisions tailored to your evolving needs for premium chemicals. Our complete suite of CRO services spans the entire molecule development pipeline including contract research for target identification, building blocks, compound synthesis, biochemical and cellular analysis, preclinical animal tests, and clinical studies.
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      Product(s):
      494-90-6 Menthofuran
       
  • H. Interdonati, Inc.
    • H. Interdonati, Inc.
      Innovative products
      Because your flavors and fragrances are only as good as their source "Since 1952"
      H. Interdonati, Inc. began in 1952 with the tradition of delivering quality pharmaceuticals and fine chemical ingredients at competitive prices. The mission was simple: To provide the most reliable, personal service in the industry.
      Email: Info
      US Email: Info
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      US Email: Laura Interdonati (Sales)
      Voice: 800 367-6617
      Fax: 631 367-6626
      Featured Products
      Product(s):
      Menthofuran
       
  • Indukern F&F
  • Jiangyin Healthway
    • Jiangyin Healthway International Trade Co., Ltd
      Independent Ingredients Supplier
      We provide custom synthesis and contract manufacturing from milligrams to metric tonnes.
      Jiangyin Healthway International Trade Co., Ltd is a professional company, main engaged in manufacturing and exporting aroma chemicals ,food additives , cosmetic ingredient ,pharmaceutical intermediates & other fine chemicals; especially on aroma chemicals , as the major manufacturer of heterocyclic and sulphur aroma compounds , we are the leading independent ingredients supplier to the flavour and fragrance industries in China, can offer hundreds of different high quality aroma chemicals.
      Email: Info
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      Voice: 86-510-86023169
      Fax: 86-510-86023170
      Mobile0086-13093133011
      Services
      Biochemical
      Natural Food Colour
      New functional food ingredients
      Product(s):
      HLW-FC102 Menthofuran
       
  • Lluch Essence
    • Lluch Essence S.L.
      A family company dedicated to sales and distribution
      Flexibility, availability, price and quality.
      Flexibility, availability, price and quality make LLUCH ESSENCE S.L. one of Europe’s references when it comes to essential oils and aroma chemicals, and it is now well known all around the world.
      Email: Info
      Voice: 34 93 379 38 49
      Fax: 34 93 370 65 04
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      Product(s):
      MENTOFURANE
       
  • M&U International
    • M&U International LLC
      Steady supply & demand
      Meeting customers increasing demands at home as well as abroad.
      M&U dedicates itself to the development and production of new products as well as continuously promoting those new products. We’ve maintained a steady supply&demand relationship with a large number of manufacturers at home and abroad. We’ve developed an extensive network and because of our relationships with these manufacturers, we’re able to provide a stable supply of great quality materials. We’re located in China’s largest communications hub, Shanghai and in the U.S. near one of the largest sea ports on the East Coast. The strategic locations of our facilities ensure convenient, prompt and secure delivery of our products to our customers.
      Email: Sales
      US Email: Sales
      Voice: +86-21-32515501 60762991 60762992
      Fax: +86-21-32515502 64204960
      US Voice: 908-359-9000
      US Fax: 908-359-9002
      News
      Product(s):
      A0599 Menthofuran
       
  • OQEMA
    • OQEMA
      With a focus on providing the highest level of service
      OQEMA has established itself at the forefront of the global chemical industry.
      The guiding principles of OQEMA have always been to establish long term relationships with customers and suppliers alike to build sustainable and profitable business for all parties. Through OQEMA’s business divisions the company tailors products and services to better support and service our customers requirements. This structure also allows the company to focus its marketing campaigns more effectively to certain industries. Over the last decade OQEMA has achieved strong growth as a result of the expansion of our business model. Going forward, the company will be expanding this business model into existing and new strategic territories.
      Email: Contact Us:
      US Email: Dean Matienzo
      Email: Sales
      US Email: Dean Matienzo - Sales Manager
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      Product(s):
      Menthofuran
       
  • Penta International
    • Penta International Corporation
      Chemistry innovation
      At Penta, our products and services help businesses do business better.
      For over 30 years, Penta Manufacturing Company has played a growing role in worldwide chemistry innovations and applications. As an industry leader, Penta continues to pioneer chemistry-based solutions for practically every area of commerce. Our products and expertise have helped fuel technical advances in dozens of commercial applications including flavoring, coloring, fragrances and chemical processes.
      US Email: Technical Services
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      Product(s):
      13-11600 MENTHOFURAN
      13-11602 MENTHOFURAN NATURAL 90%
      13-11605 MENTHOFURAN NATURAL 50%
       
  • Sigma-Aldrich
  • Synerzine
    • Synerzine, Inc.
      Innovation. Customization. Aroma Ingredients.
      Synerzine is a leading supplier of flavor and fragrance ingredients.
      Synerzine expresses what we have grown to embody as an organization - the synergy and connection between raw ingredients, science, technology, and the final product. Our experienced team is passionate about bringing our customers high-quality innovative ingredients that they can trust.
      Building upon our 44 year history, the Synerzine team provides customers around the globe with convenient access to over 1200 high-quality aroma ingredients. We actively engage with customers to add a wide array of new products and services on a regular basis. Our aim is to delight every customer with our exceptional services, large product selection, customization and the highest quality and safety standards. We provide our customers with true value designed to help them bring their products to market faster.
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      Product(s):
      W1761 Menthofuran
       
  • R C Treatt & Co Ltd
    • R C Treatt and Co Ltd
      Innovative ingredient solutions
      World-leading innovative ingredient solutions provider for the flavour, fragrance and FMCG industries.
      We offer innovative and trend-setting product concepts for our customers, collaborating with them to create true value for their products.
      Email: Enquiries
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      Menthofuran
       
Synonyms   Articles   Notes   Search
    Flavor Demo Formulas
CAS Number: 494-90-6Picture of molecule3D/inchi
Other(deleted CASRN): 59553-66-1
ECHA EINECS - REACH Pre-Reg: 207-795-5
FDA UNII: LK024V9U3C
Beilstein Number: 6053324
MDL: MFCD00041851
CoE Number: 2265
XlogP3-AA: 2.80 (est)
Molecular Weight: 150.22078000
Formula: C10 H14 O
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome, Edge or firefox)
Also(can) Contains: (R)-(+)-menthofuran
 (S)-(-)-menthofuran
Category: flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
JECFA Food Flavoring: 758  menthofuran
FEMA Number: 3235 menthofuran
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):494-90-6 ; 4,5,6,7-TETRAHYDRO-3,6-DIMETHYLBENZOFURAN
Synonyms   Articles   Notes   Search   Top
Physical Properties:
Appearance: bluish clear liquid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 0.96000 to 0.97000 @  25.00 °C.
Pounds per Gallon - (est).: 7.988 to  8.071
Refractive Index: 1.48100 to 1.48600 @  20.00 °C.
Melting Point: 86.00 °C. @ 760.00 mm Hg
Boiling Point: 80.00 to  82.00 °C. @ 13.00 mm Hg
Vapor Pressure: 0.275000 mmHg @ 25.00 °C. (est)
Flash Point: 168.00 °F. TCC ( 75.56 °C. )
logP (o/w): 3.562 (est)
Soluble in:
 alcohol
 water, 16.36 mg/L @ 25 °C (est)
Synonyms   Articles   Notes   Search   Top
Organoleptic Properties:
 
Odor Type: musty
 
 pungent  musty  nutty  earthy  coffee  
Odor Description:
at 1.00 % in dipropylene glycol. 
pungent musty nutty earthy coffee
 
 pungent  musty  nutty  earthy  coffee  
Odor Description:
Diffusive, pungent, musty, nutty, pyrazine like, nutty, earthy and coffee
Mosciano, Gerard P&F 14, No. 6, 47, (1989)
 
 
Flavor Type: musty
 
 musty  nutty  coffee  raw  
Taste Description:
at 10.00 ppm.  
Musty, nutty, coffee, raw and legume
Mosciano, Gerard P&F 14, No. 6, 47, (1989)
 
Odor and/or flavor descriptions from others (if found).
 
 
Synonyms   Articles   Notes   Search   Top
Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: perfuming agents
Synonyms   Articles   Notes   Search   Top
Suppliers:
Aromatic and Allied Chemicals
Menthofuran
Berjé
Mentho Furan
Media
BOC Sciences
For experimental / research use only.
Menthofuran
ExtraSynthese
For experimental / research use only.
Menthofuran (GC) ≥90%
H. Interdonati, Inc.
Menthofuran
Featured Products
Indukern F&F
MENTHOFURAN
Odor: MENTHOLATED, HERBAL, LEAF, SWEET
Jiangyin Healthway
Menthofuran
New functional food ingredients
Lluch Essence
MENTOFURANE
M&U International
Menthofuran
Mentha & Allied Products
Menthofuran
50% to 95%
Nectar Lifesciences
Distilled Menthofuran
OQEMA
Menthofuran
Penta International
MENTHOFURAN NATURAL 50%
Penta International
MENTHOFURAN NATURAL 90%
Penta International
MENTHOFURAN
R C Treatt & Co Ltd
Menthofuran
Reincke & Fichtner
4,5,6,7-Tetrahydro-3,6-dimethylbenzofuran
Santa Cruz Biotechnology
For experimental / research use only.
Menthofuran
Sigma-Aldrich
4,5,6,7-Tetrahydro-3,6-dimethylbenzofuran, ≥95%
Odor: musty; minty; earthy
Certified Food Grade Products
Som Extracts
MENTOFURAN
Synerzine
Menthofuran
Synonyms   Articles   Notes   Search   Top
Safety Information:
Preferred SDS: View
 
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
Synonyms   Articles   Notes   Search   Top
Safety in Use Information:
Category: flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for menthofuran usage levels up to:
  0.5000 % in the fragrance concentrate.
 
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 4
Click here to view publication 4
 average usual ppmaverage maximum ppm
baked goods: --
beverages(nonalcoholic): -10.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -10.00000
fruit ices: -10.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -10.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
Synonyms   Articles   Notes   Search   Top
Safety References:
European Food Safety Authority (EFSA) reference(s):
Pulegone and Menthofuran in flavourings - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf
Flavouring Group Evaluation 29 (FGE29)[1] - Substance from the priority list: Vinylbenzene from chemical group 31 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food (AFC)
View page or View pdf
Flavouring Group Evaluation 57 (FGE.57)[1]: Consideration of two structurally related pulegone metabolites and one ester thereof evaluated by JECFA (55th meeting)
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 49, Revision 1 (FGE.49Rev1): xanthine alkaloids from the priority list
View page or View pdf
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 494-90-6
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 62345
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 3,5-dimethyl-4,5,6,7-tetrahydro-1-benzofuran
Chemidplus: 0000494906
Synonyms   Articles   Notes   Search   Top
References:
Leffingwell: Chirality or Article
 3,5-dimethyl-4,5,6,7-tetrahydro-1-benzofuran
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 494-90-6
Pubchem (cid): 62345
Pubchem (sid): 135019882
Pherobase: View
Synonyms   Articles   Notes   Search   Top
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
FDA Substances Added to Food (formerly EAFUS): View
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C18025
HMDB (The Human Metabolome Database): Search
FooDB: FDB014926
Export Tariff Code: 2932.19.0000
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
EFSA Update of results on the monitoring of furan levels in food: Read Report
EFSA Previous report: Results on the monitoring of furan levels in food: Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food: Read Report
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 
For Odor
No odor group found for these
4-hydroxymethyl-pyridine 
2-methyl-3-pentyl pyrazine 
caramellic
 fenugreek absoluteFL/FR
chocolate
 cocoa hexenalFL/FR
2,5-dimethyl pyrazineFL/FR
2,6-dimethyl pyrazineFL/FR
earthy
 geosminFL/FR
 nutty pyrazineFL/FR
 geranium thiazoleFL/FR
medicinal
 quinolineCS
mentholic
 cornmint oil terpenelessFL/FR
laevo-mentholFL/FR
dextro,laevo-mentholFL/FR
 peppermint cyclohexanoneFL/FR
dextro-piperitoneFL/FR
isopulegyl acetateFL/FR
minty
(-)-menthoneFL/FR
 pennyroyal oilFL/FR
 peppermint oil idahoFL/FR
 peppermint oil terpenelessFL/FR
(R)-(+)-pulegoneFR
isopulegoneFL/FR
musty
2-acetyl pyrroleFL/FR
3-acetyl-2,5-dimethyl furanFL/FR
 hazelnut pyrazineFL/FR
nutty
2-acetyl-3-ethyl pyrazineFL/FR
2-acetyl-5-methyl furanFL/FR
4,5-dimethyl-2-ethyl-3-thiazolineFL/FR
2-ethyl pyrazineFL/FR
 filbert pyrazineFL/FR
2,6-lutidineFL/FR
5-methyl quinoxalineFL/FR
2-methyl thio-3,5 or 6-methyl pyrazineFL/FR
 nutty cyclohexenoneFL/FR
 nutty quinoxalineFL/FR
2,3,5,6-tetramethyl pyrazineFL/FR
2,3,5-trimethyl pyrazineFL/FR
 vinyl sulfurolFL/FR
truffle
2-methyl acetoin 
 mesityl oxideFL/FR
 tetrahydrofurfuryl alcoholFL/FR
waxy
2-tridecanoneFL/FR
woody
4-hydroxybenzaldehydeFL/FR
 
For Flavor
 
No flavor group found for these
 acetyl acetaldehyde dimethyl acetalFL
(E)-aconitic acidFL
 cyclohexyl methyl pyrazineFL
2,5-diethyl thiazoleFL
6,7-dimethyl dihydrocyclopentapyrazineFL
 dimethyl dihydrocyclopentapyrazineFL
 geosminFL/FR
2-methyl acetoin 
isopulegoneFL/FR
caramellic
 fenugreek absoluteFL/FR
cocoa
 cocoa hexenalFL/FR
coffee
 difurfuryl etherFL
cooling
dextro,laevo-mentholFL/FR
laevo-mentholFL/FR
creamy
4-hydroxybenzaldehydeFL/FR
fatty
2-tridecanoneFL/FR
green
 dihydroxyacetophenone (mixed isomers)FL
 geranium thiazoleFL/FR
2-methyl-5-isopropyl pyrazineFL
hazelnut
4-hydroxymethyl-pyridine 
meaty
2,6-dimethyl pyrazineFL/FR
2-methyl 3-(methyl thio) furanFL
mentholic
 cornmint oil terpenelessFL/FR
 peppermint cyclohexanoneFL/FR
minty
(-)-menthoneFL/FR
 pennyroyal oilFL/FR
 peppermint oil idahoFL/FR
 peppermint oil terpenelessFL/FR
dextro-piperitoneFL/FR
musty
2,5-dimethyl pyrazineFL/FR
2-ethoxythiazoleFL
 hazelnut pyrazineFL/FR
2,3,5-trimethyl pyrazineFL/FR
nutty
2-acetyl pyrroleFL/FR
3-acetyl-2,5-dimethyl furanFL/FR
2-acetyl-3-ethyl pyrazineFL/FR
2-acetyl-5-methyl furanFL/FR
4,5-dimethyl-2-ethyl-3-thiazolineFL/FR
2-ethyl pyrazineFL/FR
 filbert pyrazineFL/FR
2,6-lutidineFL/FR
5-methyl quinoxalineFL/FR
2-methyl thio-3,5 or 6-methyl pyrazineFL/FR
2-methyl-3-pentyl pyrazine 
 nutty cyclohexenoneFL/FR
 nutty pyrazineFL/FR
 nutty quinoxalineFL/FR
 nutty thiazoleFL
 peanut oxazoleFL
 tetrahydrofurfuryl alcoholFL/FR
2,3,5,6-tetramethyl pyrazineFL/FR
 vinyl sulfurolFL/FR
potato
 mesityl oxideFL/FR
roasted
 ethyl 3-(furfuryl thio) propionateFL
woody
isopulegyl acetateFL/FR
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 chocolate cocoaFL
 coffeeFR
 nutFL
 peppermintFR
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 agathosma crenulata oil @ trace%
Data  GC  Search Trop  Picture
 bergamot mint oil @ 0.0-<0.1%
Data  GC  Search Trop  Picture
 cornmint leaf
Search Trop  Picture
 cornmint plant
Search Trop  Picture
 horsemint shoot
Search Trop  Picture
 mint plant
Search Trop  Picture
 peppermint oil
Search Trop  Picture
 peppermint oil america @ 2.48%
Data  GC  Search Trop  Picture
 peppermint oil mongolia @ 0.07%
Data  GC  Search Trop  Picture
 peppermint plant
Search Trop  Picture
 satureja viminea l. oil costa rica @ 0.10%
Data  GC  Search Trop  Picture
 spearmint leaf
Search Trop  Picture
 spearmint oil
Search Trop  Picture
 turmeric root oil CO2 extract @ 1.99%
Data  GC  Search Trop  Picture
 water mint leaf
Search Trop  Picture
 water mint shoot
Search Trop  Picture
Synonyms   Articles   Notes   Search   Top
Synonyms:
 benzofuran, 4,5,6,7-tetrahydro-3,5-dimethyl-
 benzofuran, 4,5,6,7-tetrahydro-3,6-dimethyl-
3,5-dimethyl-4,5,6,7-tetrahydro-1-benzofuran
3,5-dimethyl-4,5,6,7-tetrahydrobenzofuran
3,9-epoxy-p-mentha-3,8-diene
3,9-epoxy-para-mentha-3,8-diene
 koolada-menthofuran synthetic
p-mentha-3,8-diene, 3,9-epoxy-
 menthafuran
 mentho furan
 menthofuran
 menthofuran natural
4,5,6,7-tetrahydro-3,6-dimethyl benzofuran
4,5,6,7-tetrahydro-3,6-dimethyl coumarone
4,5,6,7-tetrahydro-3,6-dimethylbenzofuran
4,5,6,7-tetrahydro-3,6-dimethylcoumarone
 tetrahydrodimethyl benzofuran
 tetrahydrodimethylbenzofuran
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: [About flavouring substances and flavouring preparations regulation in the field of manufacturing of flavourings and foodstuffs].
PubMed: Chemical Composition, Antifungal and Antibiofilm Activities of the Essential Oil of Mentha piperita L.
PubMed: Anti-yeast activity of mentha oil and vapours through in vitro and in vivo (real fruit juices) assays.
PubMed: Chemical composition of the essential oil from Corsican Mentha aquatica--combined analysis by GC(RI), GC-MS and 13C NMR spectroscopy.
PubMed: Seasonal variability of the main components in essential oil of Mentha × piperita L.
PubMed: Genetic variability, character association, and path analysis for economic traits in menthofuran rich half-sib seed progeny of Mentha piperita L.
PubMed: Nematicidal activity of mint aqueous extracts against the root-knot nematode Meloidogyne incognita.
PubMed: Synthetic models related to methoxalen and menthofuran-cytochrome P450 (CYP) 2A6 interactions. benzofuran and coumarin derivatives as potent and selective inhibitors of CYP2A6.
PubMed: Anti-yeast activity of mentha oil and vapours through in vitro and in vivo (real fruit juices) assays.
PubMed: Characterization of rat liver proteins adducted by reactive metabolites of menthofuran.
PubMed: In vitro production of M. × piperita not containing pulegone and menthofuran.
PubMed: Evaluation of inhibition selectivity for human cytochrome P450 2A enzymes.
PubMed: Mode of action of pulegone on the urinary bladder of F344 rats.
PubMed: Inhibition and inactivation of cytochrome P450 2A6 and cytochrome P450 2A13 by menthofuran, β-nicotyrine and menthol.
PubMed: Chemotaxonomy of Serbian Teucrium species inferred from essential oil chemical composition: the case of Teucrium scordium L. ssp. scordioides.
PubMed: Chemical composition of the essential oil from Corsican Mentha aquatica--combined analysis by GC(RI), GC-MS and 13C NMR spectroscopy.
PubMed: Molecular response of Musca domestica L. to Mintostachys verticillata essential oil, (4R)+-pulegone and menthone.
PubMed: Quantitative comparative analysis of the bio-active and toxic constituents of leaves and spikes of Schizonepeta tenuifolia at different harvesting times.
PubMed: Determination of cytochrome P450 enzymes involved in the metabolism of (-)-terpinen-4-ol by human liver microsomes.
PubMed: Improving peppermint essential oil yield and composition by metabolic engineering.
PubMed: A solid-phase microextraction GC/MS/MS method for rapid quantitative analysis of food and beverages for the presence of legally restricted biologically active flavorings.
PubMed: Volatile organic compounds from rhizobacteria increase biosynthesis of essential oils and growth parameters in peppermint (Mentha piperita).
PubMed: Chrysolina herbacea modulates terpenoid biosynthesis of Mentha aquatica L.
PubMed: Metabolism of (+)- and (-)-menthols by CYP2A6 in human liver microsomes.
PubMed: D-Isomer of gly-tyr-pro-cys-pro-his-pro peptide: a novel and sensitive in vitro trapping agent to detect reactive metabolites by electrospray mass spectrometry.
PubMed: Metabolism and toxicity of menthofuran in rat liver slices and in rats.
PubMed: UV-B modulates the interplay between terpenoids and flavonoids in peppermint (Mentha x piperita L.).
PubMed: Constituents of Calamintha ashei: effects on Florida sandhill species.
PubMed: Mathematical modeling-guided evaluation of biochemical, developmental, environmental, and genotypic determinants of essential oil composition and yield in peppermint leaves.
PubMed: Vapor toxicity of three prototype volatile insecticidal compounds to house fly (Diptera: Muscidae).
PubMed: Synthesis and biological evaluation of new ozonides with improved plant growth regulatory activity.
PubMed: Structure, function, regulation and polymorphism of human cytochrome P450 2A6.
PubMed: Chemical composition and toxicity of the essential oils from Cunila species (Lamiaceae) on the cattle tick Rhipicephalus (Boophilus) microplus.
PubMed: Toxicities of 31 volatile low molecular weight compounds against Aedes aegypti and Culex quinquefasciatus.
PubMed: A systems biology approach identifies the biochemical mechanisms regulating monoterpenoid essential oil composition in peppermint.
PubMed: Nitration versus nitrosation chemistry of menthofuran: remarkable fragmentation and dimerization pathways and expeditious entry into dehydromenthofurolactone.
PubMed: Roles of human CYP2A6 and rat CYP2B1 in the oxidation of (+)-fenchol by liver microsomes.
PubMed: 14C-labeled pulegone and metabolites binding to alpha2u-globulin in kidneys of male F-344 rats.
PubMed: Metabolism of (-)-fenchone by CYP2A6 and CYP2B6 in human liver microsomes.
PubMed: Volatile terpenoids of endophyte-free and infected peppermint (Mentha piperita L.): chemical partitioning of a symbiosis.
PubMed: In vitro metabolism of (-)-camphor using human liver microsomes and CYP2A6.
PubMed: Metabolism of (+)-fenchone by CYP2A6 and CYP2B6 in human liver microsomes.
PubMed: Evaluation of volatile low molecular weight insecticides using Drosophila melanogaster as a model.
PubMed: Quenching of singlet molecular oxygen by Commiphora myrrha extracts and menthofuran.
PubMed: Menthofuran regulates essential oil biosynthesis in peppermint by controlling a downstream monoterpene reductase.
PubMed: 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.
PubMed: Metabolism of (R)-(+)-menthofuran in Fischer-344 rats: identification of sulfonic acid metabolites.
PubMed: Final report on the safety assessment of Mentha Piperita (Peppermint) Oil, Mentha Piperita (Peppermint) Leaf Extract, Mentha Piperita (Peppermint) Leaf, and Mentha Piperita (Peppermint) Leaf Water.
PubMed: Effect of Mentha x piperita essential oil and monoterpenes on cucumber root membrane potential.
PubMed: Metabolic engineering of essential oil yield and composition in mint by altering expression of deoxyxylulose phosphate reductoisomerase and menthofuran synthase.
PubMed: Demonstration that menthofuran synthase of mint (Mentha) is a cytochrome P450 monooxygenase: cloning, functional expression, and characterization of the responsible gene.
PubMed: 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.
PubMed: Metabolism of 3-methylindole by porcine liver microsomes: responsible cytochrome P450 enzymes.
PubMed: Monoterpene composition of essential oil from peppermint (Mentha x piperita L.) with regard to leaf position using solid-phase microextraction and gas chromatography/mass spectrometry analysis.
PubMed: Biosynthesis of menthofuran in Mentha x piperita: stereoselective and mechanistic studies.
PubMed: Glutathione S-transferase catalyzes the isomerization of (R)-2-hydroxymenthofuran to mintlactones.
PubMed: Transformation of the limonene synthase gene into peppermint (Mentha piperita L.) and preliminary studies on the essential oil profiles of single transgenic plants.
PubMed: Metabolism of (R)-(+)-pulegone and (R)-(+)-menthofuran by human liver cytochrome P-450s: evidence for formation of a furan epoxide.
PubMed: Metabolic fate of S-(-)-pulegone in rat.
PubMed: Hepatoprotective effect of C-phycocyanin: protection for carbon tetrachloride and R-(+)-pulegone-mediated hepatotoxicty in rats.
PubMed: (R)-(+)-Menthofuran is a potent, mechanism-based inactivator of human liver cytochrome P450 2A6.
PubMed: Multiple organ failure after ingestion of pennyroyal oil from herbal tea in two infants.
PubMed: Pennyroyal toxicity: measurement of toxic metabolite levels in two cases and review of the literature.
PubMed: Mechanisms of the formation and disposition of reactive metabolites that can cause acute liver injury.
PubMed: Allelopathic potential of menthofuran monoterpenes fromCalamintha ashei.
PubMed: Effects of menthofuran, a monoterpene furan on rat liver microsomal enzymes, in vivo.
PubMed: Studies on the metabolism of a monoterpene ketone, R-(+)-pulegone--a hepatotoxin in rat: isolation and characterization of new metabolites.
PubMed: Investigations of mechanisms of reactive metabolite formation from (R)-(+)-pulegone.
PubMed: Metabolic fate of menthofuran in rats. Novel oxidative pathways.
PubMed: Reactive intermediates in the oxidation of menthofuran by cytochromes P-450.
PubMed: Partial characterization of biliary metabolites of pulegone by tandem mass spectrometry. Detection of glucuronide, glutathione, and glutathionyl glucuronide conjugates.
PubMed: Evidence for the formation of a known toxin, p-cresol, from menthofuran.
PubMed: Biotransformations of R-(+)-pulegone and menthofuran in vitro: chemical basis for toxicity.
PubMed: Menthofuran-dependent and independent aspects of pulegone hepatotoxicity: roles of glutathione.
PubMed: Metabolism of a monoterpene ketone, R-(+)-pulegone--a hepatotoxin in rat.
PubMed: Contribution of menthofuran to the hepatotoxicity of pulegone: assessment based on matched area under the curve and on matched time course.
PubMed: The metabolism of the abortifacient terpene, (R)-(+)-pulegone, to a proximate toxin, menthofuran.
PubMed: Chemical and Morphometrical Comparison Between two Peppermint Notomorphs.
PubMed: Genetic basis for high limonene-cineole content of exceptional Mentha citrata hybrids.
PubMed: Effects of light and temperature on the monoterpenes of peppermint.
PubMed: ESSENTIAL OILS AND THEIR CONSTITUENTS. XX. DETECTION AND ESTIMATION OF MENTHOFURAN IN MENTHA ARVENSIS AND OTHER MINT SPECIES BY COUPLED GAS-LIQUID-THIN-LAYER CHROMATOGRAPHY.
PubMed: [Physiological effect of menthofuran].
PubMed: The occurrence of menthofuran in oil of peppermint.
PubMed: [Determination of menthone, menthol and menthofuran in essential oil of Mentha; localization of menthofuran in the plant].
PubMed: [Quantitative determination of menthofuran].
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