93-15-2 | Methyl eugenol

Packsize	Purity	Availability	Price	Discounted Price
5g	95%	in stock	$19.00	$13.00
25g	95%	in stock	$34.00	$24.00
100g	95%	in stock	$63.00	$45.00
500g	95%	in stock	$169.00	$119.00

Description

• Catalog Number: AB46563
• Chemical Name: Methyl eugenol
• CAS Number: 93-15-2
• Molecular Formula: C11H14O2
• Molecular Weight: 178.2277
• MDL Number: MFCD00008652
• SMILES: C=CCc1ccc(c(c1)OC)OC

Computed Properties

• Complexity: 156
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 13
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• XLogP3: 2.5

Literature

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  Archives of toxicology 20171001

• Methyleugenol and selected oxidative metabolites affect DNA-Damage signalling pathways and induce apoptosis in human colon tumour HT29 cells.

  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20171001

• Methyleugenol and oxidative metabolites induce DNA damage and interact with human topoisomerases.

  Archives of toxicology 20161101

• Onset of hepatocarcinogen-specific cell proliferation and cell cycle aberration during the early stage of repeated hepatocarcinogen administration in rats.

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• In vivo genotoxicity of methyleugenol in gpt delta transgenic rats following medium-term exposure.

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• Essential oil components from Asarum sieboldii Miquel are toxic to the house dust mite Dermatophagoides farinae.

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• Metabolism of methyleugenol in liver microsomes and primary hepatocytes: pattern of metabolites, cytotoxicity, and DNA-adduct formation.

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• Odorant receptor co-receptor Orco is upregulated by methyl eugenol in male Bactrocera dorsalis (Diptera: Tephritidae).

  Journal of insect physiology 20120801

• Trap capture of three economically important fruit fly species (Diptera: Tephritidae): evaluation of a solid formulation containing multiple male lures in a Hawaiian coffee field.

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• Identification of human and murine sulfotransferases able to activate hydroxylated metabolites of methyleugenol to mutagens in Salmonella typhimurium and detection of associated DNA adducts using UPLC-MS/MS methods.

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• A comparative in vitro kinetic study of [14C]-eugenol and [14C]-methyleugenol activation and detoxification in human, mouse, and rat liver and lung fractions.

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• Di- and tri-fluorinated analogs of methyl eugenol: attraction to and metabolism in the Oriental fruit fly, Bactrocera dorsalis (Hendel).

  Journal of chemical ecology 20110601

• Variation in essential oil composition within individual leaves of sweet basil (Ocimum basilicum L.) is more affected by leaf position than by leaf age.

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  Journal of chromatography. A 20100416

• Evaluation of methyl eugenol and cue-lure traps with solid lure and insecticide dispensers for fruit fly monitoring and male annihilation in the Hawaii Areawide Pest Management Program.

  Journal of economic entomology 20100401

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• Isolation of chavibetol from essential oil of Pimenta pseudocaryophyllus leaf by high-speed counter-current chromatography.

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• Captures in methyl eugenol and cue-lure detection traps with and without insecticides and with a Farma Tech solid lure and insecticide dispenser.

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  International journal of cosmetic science 20060401

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• Field trials of spinosad as a replacement for naled, DDVP, and malathion in methyl eugenol and cue-lure bucket traps to attract and kill male oriental fruit flies and melon flies (Diptera: Tephritidae) in Hawaii.

  Journal of economic entomology 20031201

• Antiallergic principles from Alpinia galanga: structural requirements of phenylpropanoids for inhibition of degranulation and release of TNF-alpha and IL-4 in RBL-2H3 cells.

  Bioorganic & medicinal chemistry letters 20031006

• Ovicidal and adulticidal effects of Eugenia caryophyllata bud and leaf oil compounds on Pediculus capitis.

  Journal of agricultural and food chemistry 20030813

• Changes in the chemical composition of basil caused by different drying procedures.

  Journal of agricultural and food chemistry 20030604

• Rapid classification of basil chemotypes by various vibrational spectroscopy methods.

  Journal of agricultural and food chemistry 20030423

• Acaricidal activity of clove bud oil compounds against Dermatophagoides farinae and Dermatophagoides pteronyssinus (Acari: Pyroglyphidae).

  Journal of agricultural and food chemistry 20030212

• Concentrations of nine alkenylbenzenes, coumarin, piperonal and pulegone in Indian bidi cigarette tobacco.

  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20030201

• Evidence for positive selection on the floral scent gene isoeugenol-O-methyltransferase.

  Molecular biology and evolution 20030201

• Phylogenetic relationships among Bactrocera species (Diptera: Tephritidae) inferred from mitochondrial DNA sequences.

  Molecular phylogenetics and evolution 20030101

• Two O-methyltransferases isolated from flower petals of Rosa chinensis var. spontanea involved in scent biosynthesis.

  Journal of bioscience and bioengineering 20030101

• Anticonflict effects of rose oil and identification of its active constituents.

  Life sciences 20021122

• Antifungal constituents of the essential oil fraction of Artemisia dracunculus L. Var. dracunculus.

  Journal of agricultural and food chemistry 20021120

• [Analysis of volatile constituents of root and rhizome of Asarum heterotropoides Fr. var. mandshuricum (Maxim.) Kitag. by gas chromatography-mass spectrometry].

  Se pu = Chinese journal of chromatography 20020901

• Thresholds of carcinogenicity of flavors.

  Toxicological sciences : an official journal of the Society of Toxicology 20020801

• Safety assessment of allylalkoxybenzene derivatives used as flavouring substances - methyl eugenol and estragole.

  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20020701

• Floral synomone of a wild orchid, Bulbophyllum cheiri, lures Bactrocera fruit flies for pollination.

  Journal of chemical ecology 20020601

• Anticonvulsant activity of the leaf essential oil of Laurus nobilis against pentylenetetrazole- and maximal electroshock-induced seizures.

  Phytomedicine : international journal of phytotherapy and phytopharmacology 20020401

• Supercritical carbon dioxide extraction and characterization of Laurus nobilis essential oil.

  Journal of agricultural and food chemistry 20020313

• Fragrance contact dermatitis - a worldwide multicenter investigation (Part III).

  Contact dermatitis 20020301

• Authenticity assessment of estragole and methyl eugenol by on-line gas chromatography-isotope ratio mass spectrometry.

  Journal of agricultural and food chemistry 20020227

• Characterization of phenylpropene O-methyltransferases from sweet basil: facile change of substrate specificity and convergent evolution within a plant O-methyltransferase family.

  The Plant cell 20020201

• Identification of mammary carcinogens in rodent bioassays.

  Environmental and molecular mutagenesis 20020101

• Methyleugenol.

  Report on carcinogens : carcinogen profiles 20020101

• Allomonal and hepatotoxic effects following methyl eugenol consumption in Bactrocera papayae male against Gekko monarchus.

  Journal of chemical ecology 20010501

• 14-Week toxicity and cell proliferation of methyleugenol administered by gavage to F344 rats and B6C3F1 mice.

  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20010401

• Methyleugenol in Ocimum basilicum L. Cv. genovese gigante.

  Journal of agricultural and food chemistry 20010101

• Methyleugenol and eugenol variation in Ocimum basilicum cv. Genovese gigante grown in greenhouse and in vitro.

  Bollettino della Societa italiana di biologia sperimentale 20010101

• A new cyclobutane lignan from Cinnamomum balansae.

  Natural product letters 20010101

• Mutation of beta-catenin is an early event in chemically induced mouse hepatocellular carcinogenesis.

  Oncogene 19990819

• Suppression of L-histidine decarboxylase mRNA expression by methyleugenol.

  Biochemical and biophysical research communications 19970306

• Inhibition of rat, mouse, and human glutathione S-transferase by eugenol and its oxidation products.

  Chemico-biological interactions 19960105

• Combination effects of antifungal nagilactones against Candida albicans and two other fungi with phenylpropanoids.

  Journal of natural products 19930201

• Structure-activity studies of the carcinogenicities in the mouse and rat of some naturally occurring and synthetic alkenylbenzene derivatives related to safrole and estragole.

  Cancer research 19830301