METHYL EUGENOL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H14O2
Molecular Weight	178.2277
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC=C(CC=C)C=C1OC

InChI

InChIKey=ZYEMGPIYFIJGTP-UHFFFAOYSA-N

InChI=1S/C11H14O2/c1-4-5-9-6-7-10(12-2)11(8-9)13-3/h4,6-8H,1,5H2,2-3H3

HIDE SMILES / InChI

Molecular Formula	C11H14O2
Molecular Weight	178.2277
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
A new cyclobutane lignan from Cinnamomum balansae.	2001	11841117
Methyleugenol and eugenol variation in Ocimum basilicum cv. Genovese gigante grown in greenhouse and in vitro.	2001 Apr-Jun	11822201
Methyleugenol.	2002	15326674
Identification of mammary carcinogens in rodent bioassays.	2002	11921183
Anticonvulsant activity of the leaf essential oil of Laurus nobilis against pentylenetetrazole- and maximal electroshock-induced seizures.	2002 Apr	12046861
Antifungal constituents of the essential oil fraction of Artemisia dracunculus L. Var. dracunculus.	2002 Nov 20	12428948
Evidence for positive selection on the floral scent gene isoeugenol-O-methyltransferase.	2003 Feb	12598682
Concentrations of nine alkenylbenzenes, coumarin, piperonal and pulegone in Indian bidi cigarette tobacco.	2003 Feb	12480305
Acaricidal activity of clove bud oil compounds against Dermatophagoides farinae and Dermatophagoides pteronyssinus (Acari: Pyroglyphidae).	2003 Feb 12	12568544
Antimycobacterial compounds from Piper sanctum.	2004 Dec	15620234
Antifungal constituents of Melicope borbonica.	2004 Jul	15305313
Chemical-induced atrial thrombosis in NTP rodent studies.	2005	16048847
Effects of methyl-eugenol administration on behavioral models related to depression and anxiety, in rats.	2005 Apr	15898707
Molecular mechanisms of toxicity of important food-borne phytotoxins.	2005 Feb	15635687
Suppression of chemical mutagen-induced SOS response by allylbenzen from Asiasarum heterotropoides in the Salmonella typhimurium TA1535/PSK1002 umu test.	2005 Jan	15700642
Flavonoids and alkenylbenzenes: mechanisms of mutagenic action and carcinogenic risk.	2005 Jul 1	15914212
Comparisons of thresholds for carcinogenicity on linear and logarithmic dosage scales.	2005 Jun	16004200
Determination of the chemical composition and antioxidant activity of the essential oil of Artemisia dracunculus and of the antifungal and antibacterial activities of Turkish Artemisia absinthium, A. dracunculus, Artemisia santonicum, and Artemisia spicigera essential oils.	2005 Nov 30	16302761
[Study on extraction methods of volatile oil from Mosla soochowensis].	2005 Sep	16447878
Evaluation of in vitro antimicrobial activity of Thai basil oils and their micro-emulsion formulas against Propionibacterium acnes.	2006 Apr	18492147
Bioactive constituents of brazilian red propolis.	2006 Jun	16786055
[Comparing analysis of components in volatile oils of nutmeg and prepared nutmeg by GC-MS].	2006 May	17048680
Use of biomonitoring data to evaluate methyl eugenol exposure.	2006 Nov	17107870
Polybrominated diphenyl ethers: a case study for using biomonitoring data to address risk assessment questions.	2006 Nov	17107866
Estragole (4-allylanisole) is the primary compound in volatiles emitted from the male and female cones of Cycas revoluta.	2006 Nov	16932996
Comparative chemical composition and antioxidant activities of wild and cultivated Laurus nobilis L. leaves and Foeniculum vulgare subsp. piperitum (Ucria) coutinho seeds.	2006 Oct	17015951
Gas chromatography/mass spectrometry analysis of Laurus nobilis essential oil composition of northern Cyprus.	2007 Dec	18158847
Evaluation of mosquitocidal activity of essential oil and sesquiterpenes from leaves of Chloroxylon swietenia DC.	2007 Jul	17520288
Pharmacophagy of methyl eugenol by males enhances sexual selection of Bactrocera carambolae.	2007 Jun	17443401
The putative tumor suppressor Tsc-22 is downregulated early in chemically induced hepatocarcinogenesis and may be a suppressor of Gadd45b.	2007 Sep	17533171
Poly-k-trend tests for survival adjusted analysis of tumor rates formulated as approximate multiple contrast test.	2008	18781526
Chemical composition and antimicrobial activity of volatile components from capitula and aerial parts of Rhaponticum acaule DC growing wild in Tunisia.	2008	17482441
Effectiveness of attract-and-kill systems using methyl eugenol incorporated with neonicotinoid insecticides against the oriental fruit fly (Diptera: Tephritidae).	2008 Apr	18459398
Vasorelaxation induced by the essential oil of Croton nepetaefolius and its constituents in rat aorta are partially mediated by the endothelium.	2008 Apr	18353112
Evaluation of lure dispensers for fruit fly surveillance in New Zealand.	2008 Aug	18383565
New attractants for males of the solanaceous fruit fly Bactrocera latifrons.	2008 Dec	19018595
[New neolignan from seed of Myristica fragrans].	2008 Feb	18533495
Chemotypic variation of essential oils in the medicinal plant, Anemopsis californica.	2008 Feb	18177907
Mating activity of Bactrocera cacuminata (Hering) (Diptera: Tephritidae) on its larval host plant Solanum mauritianum Scopoli in southeast Queensland.	2008 Feb	18076777
Evaluation of SPLAT with spinosad and methyl eugenol or cue-lure for "attract-and-kill" of oriental and melon fruit flies (Diptera: Tephritidae) in Hawaii.	2008 Jun	18613576
Screening of chemical composition, antimicrobial and antioxidant activities of Artemisia essential oils.	2008 May	18417176
Essential oil composition of Laurus nobilis L. of different growth stages growing in Iran.	2008 Nov-Dec	19227823
Biological activity evaluation of the oils from Laurus nobilis of Tunisia and Algeria extracted by supercritical carbon dioxide.	2009	19235023
Insecticidal activity of basil oil, trans-anethole, estragole, and linalool to adult fruit flies of Ceratitis capitata, Bactrocera dorsalis, and Bactrocera cucurbitae.	2009 Feb	19253638
Ring-fluorinated analog of methyl eugenol: attractiveness to and metabolism in the oriental fruit fly, Bactrocera dorsalis (Hendel).	2009 Feb	19198948
Bay leaves improve glucose and lipid profile of people with type 2 diabetes.	2009 Jan	19177188

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:44:32 GMT 2025` Edited by `admin` on `Mon Mar 31 18:44:32 GMT 2025`
Record UNII	29T9VA6R7M
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

METHYLEUGENOL

Preferred Name

English

METHYL EUGENOL

Official Name

English

NSC-209528

Code

English

4-ALLYL-1,2-DIMETHOXYBENZENE

Systematic Name

English

CHAVIBETOL METHYL ETHER

Common Name

English

1-ALLYL-3,4-DIMETHOXYBENZENE

Systematic Name

English

BENZENE, 1,2-DIMETHOXY-4-(2-PROPENYL)-

Systematic Name

English

METHYL EUGENOL [FCC]

Common Name

English

ENT-21040

Code

English

METHYLCHAVIBETOL

Common Name

English

4-ALLYLVERATROLE

Systematic Name

English

BENZENE, 1,2-DIMETHOXY-4-(2-PROPEN-1-YL)-

Systematic Name

English

FEMA NO. 2475

Code

English

METHYL EUGENOL ETHER

Common Name

English

1,3,4-EUGENOL METHYL ETHER

Common Name

English

NSC-8900

Code

English

O-METHYLEUGENOL

Systematic Name

English

VERATROLE, 4-ALLYL-

Systematic Name

English

1-(3,4-DIMETHOXYPHENYL)-2-PROPENE

Systematic Name

English

EUGENYL METHYL ETHER

Common Name

English

METHYLEUGENOL [HSDB]

Common Name

English

METHYL EUGENYL ETHER

Common Name

English

1,2-DIMETHOXY-4-(2-PROPENYL)BENZENE

Systematic Name

English

VERATROLE METHYL ETHER

Systematic Name

English

BENZENE, 4-ALLYL-1,2-DIMETHOXY-

Systematic Name

English

EUGENYL METHYL ETHER [FHFI]

Common Name

English

METHYLEUGENOL [MI]

Common Name

English

METHYLEUGENOL [IARC]

Common Name

English

METHYLEUGENOL (CONSTITUENT OF HOLY BASIL LEAF) [DSC]

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

203900