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=C(OC)C=C(CC=C)C=C1

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
Methyleugenol.	2002	15326674
[Analysis of volatile constituents of root and rhizome of Asarum heterotropoides Fr. var. mandshuricum (Maxim.) Kitag. by gas chromatography-mass spectrometry].	2002 Sep	16358706
Two O-methyltransferases isolated from flower petals of Rosa chinensis var. spontanea involved in scent biosynthesis.	2003	16233496
[Fennel tea: risk assessment of the phytogenic monosubstance estragole in comparison to the natural multicomponent mixture].	2004 Apr	15138375
Antimycobacterial compounds from Piper sanctum.	2004 Dec	15620234
Antifungal constituents of Melicope borbonica.	2004 Jul	15305313
Cardiovascular effects of methyleugenol, a natural constituent of many plant essential oils, in normotensive rats.	2004 Mar 26	14998717
Human consumption of methyleugenol and its elimination from serum.	2004 May	15121510
Male sex pheromonal components derived from methyl eugenol in the hemolymph of the fruit fly Bactrocera papayae.	2004 Nov	15672660
Anticonvulsant activity and chemical composition of Artemisia dracunculus L. essential oil.	2004 Oct	15325732
Essential oil yield and quality of methyl eugenol rich Ocimum tenuiflorum L.f. (syn. O. sanctum L.) grown in south India as influenced by method of harvest.	2004 Oct 29	15553132
Evidence of natural hybridization between two sympatric sibling species of Bactrocera dorsalis complex based on pheromone analysis.	2005 Apr	16124255
Rectal gland of Bactrocera papayae: ultrastructure, anatomy, and sequestration of autofluorescent compounds upon methyl eugenol consumption by the male fruit fly.	2005 Aug 1	16170821
Bioactive fractions containing methyl eugenol-derived sex pheromonal components in haemolymph of the male fruit fly Bactrocera dorsalis (Diptera: Tephritidae).	2005 Dec	16336709
The melon fruit fly, Bactrocera cucurbitae: a review of its biology and management.	2005 Dec 6	17119622
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
A chemical investigation by headspace SPME and GC-MS of volatile and semi-volatile terpenes in various olibanum samples.	2005 Jun	15922374
Unique patterns of gene expression changes in liver after treatment of mice for 2 weeks with different known carcinogens and non-carcinogens.	2005 Mar	15618236
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
Transport of methyl eugenol-derived sex pheromonal components in the male fruit fly, Bactrocera dorsalis.	2006 Aug	16750428
Antinociceptive effect of methyleugenol on formalin-induced hyperalgesia in mice.	2006 Dec 28	17049512
Human cytochrome p450 enzymes of importance for the bioactivation of methyleugenol to the proximate carcinogen 1'-hydroxymethyleugenol.	2006 Jan	16411663
Consumption and metabolism of 1,2-dimethoxy-4-(3-fluoro-2-propenyl)benzene, a fluorine analog of methyl eugenol, in the oriental fruit fly Bactrocera dorsalis (Hendel).	2006 Jul	16794866
Suppression of MeIQ-induced SOS response by allylbenzenes from Asiasarum heterotropoides in the Salmonella typhimurium OY1001/1A2 umu test.	2006 Jun	16901810
Bioactive constituents of brazilian red propolis.	2006 Jun	16786055
Women's health among the Chumash.	2006 Mar	16550233
[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
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
[Antimicrobial activity and constituents in rumput roman extract as a natural food preservative].	2007 Aug	17892004
Can ménage-a-trois be used for controlling insects?	2007 Aug	17619106
Gas chromatography/mass spectrometry analysis of Laurus nobilis essential oil composition of northern Cyprus.	2007 Dec	18158847
Antiproliferative and pro-apoptotic activity of eugenol-related biphenyls on malignant melanoma cells.	2007 Jan 18	17233906
Evaluation of mosquitocidal activity of essential oil and sesquiterpenes from leaves of Chloroxylon swietenia DC.	2007 Jul	17520288
Attraction of Bactrocera dorsalis (Diptera: Tephritidae) and nontarget insects to methyl eugenol bucket traps with different preservative fluids on Oahu Island, Hawaiian Islands.	2007 Jun	17598531
Human cytochrome p450 enzyme specificity for the bioactivation of estragole and related alkenylbenzenes.	2007 May	17407329
The putative tumor suppressor Tsc-22 is downregulated early in chemically induced hepatocarcinogenesis and may be a suppressor of Gadd45b.	2007 Sep	17533171
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
Evaluation of lure dispensers for fruit fly surveillance in New Zealand.	2008 Aug	18383565
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
Antifungal activity of essential oils of Croton species from the Brazilian Caatinga biome.	2008 May	18298533
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

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:19:38 GMT 2023` Edited by `admin` on `Fri Dec 15 17:19:38 GMT 2023`
Record UNII	29T9VA6R7M
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

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 [INCI]

Common Name

English

METHYLEUGENOL

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