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
[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
Antimycobacterial compounds from Piper sanctum.	2004 Dec	15620234
Male sex pheromonal components derived from methyl eugenol in the hemolymph of the fruit fly Bactrocera papayae.	2004 Nov	15672660
Chemical-induced atrial thrombosis in NTP rodent studies.	2005	16048847
Evidence of natural hybridization between two sympatric sibling species of Bactrocera dorsalis complex based on pheromone analysis.	2005 Apr	16124255
Effects of methyl-eugenol administration on behavioral models related to depression and anxiety, in rats.	2005 Apr	15898707
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
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
Comparisons of thresholds for carcinogenicity on linear and logarithmic dosage scales.	2005 Jun	16004200
A chemical investigation by headspace SPME and GC-MS of volatile and semi-volatile terpenes in various olibanum samples.	2005 Jun	15922374
Composition and Antimicrobial Activity of Anemopsis californica leaf oil.	2005 Nov 2	16248573
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
Weathering trials of Amulet cue-lure and Amulet methyl eugenol "attract-and-kill" stations with male melon flies and oriental fruit flies (Diptera: Tephritidae) in Hawaii.	2005 Oct	16334323
Evaluation of in vitro antimicrobial activity of Thai basil oils and their micro-emulsion formulas against Propionibacterium acnes.	2006 Apr	18492147
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
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
Polybrominated diphenyl ethers: a case study for using biomonitoring data to address risk assessment questions.	2006 Nov	17107866
Floral phenylpropanoid cocktail and architecture of Bulbophyllum vinaceum orchid in attracting fruit flies for pollination.	2006 Nov	17082990
Estragole (4-allylanisole) is the primary compound in volatiles emitted from the male and female cones of Cycas revoluta.	2006 Nov	16932996
Quantification of flavor-related compounds in the unburned contents of bidi and clove cigarettes.	2006 Nov 1	17061837
[Antimicrobial activity and constituents in rumput roman extract as a natural food preservative].	2007 Aug	17892004
Metabolic activation of herbal and dietary constituents and its clinical and toxicological implications: an update.	2007 Aug	17691916
Antiproliferative and pro-apoptotic activity of eugenol-related biphenyls on malignant melanoma cells.	2007 Jan 18	17233906
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
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
Vasorelaxation induced by the essential oil of Croton nepetaefolius and its constituents in rat aorta are partially mediated by the endothelium.	2008 Apr	18353112
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
Yield and oil composition of 38 basil (Ocimum basilicum L.) accessions grown in Mississippi.	2008 Jan 9	18072735
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 `Thu Jul 06 00:40:28 UTC 2023` Edited by `admin` on `Thu Jul 06 00:40:28 UTC 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