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
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
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 |
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[Analysis of volatile constituents of root and rhizome of Asarum heterotropoides Fr. var. mandshuricum (Maxim.) Kitag. by gas chromatography-mass spectrometry]. | 2002 Sep |
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Two O-methyltransferases isolated from flower petals of Rosa chinensis var. spontanea involved in scent biosynthesis. | 2003 |
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Antimycobacterial compounds from Piper sanctum. | 2004 Dec |
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Male sex pheromonal components derived from methyl eugenol in the hemolymph of the fruit fly Bactrocera papayae. | 2004 Nov |
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Chemical-induced atrial thrombosis in NTP rodent studies. | 2005 |
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Evidence of natural hybridization between two sympatric sibling species of Bactrocera dorsalis complex based on pheromone analysis. | 2005 Apr |
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Effects of methyl-eugenol administration on behavioral models related to depression and anxiety, in rats. | 2005 Apr |
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Rectal gland of Bactrocera papayae: ultrastructure, anatomy, and sequestration of autofluorescent compounds upon methyl eugenol consumption by the male fruit fly. | 2005 Aug 1 |
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The melon fruit fly, Bactrocera cucurbitae: a review of its biology and management. | 2005 Dec 6 |
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Molecular mechanisms of toxicity of important food-borne phytotoxins. | 2005 Feb |
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Suppression of chemical mutagen-induced SOS response by allylbenzen from Asiasarum heterotropoides in the Salmonella typhimurium TA1535/PSK1002 umu test. | 2005 Jan |
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Flavonoids and alkenylbenzenes: mechanisms of mutagenic action and carcinogenic risk. | 2005 Jul 1 |
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Comparisons of thresholds for carcinogenicity on linear and logarithmic dosage scales. | 2005 Jun |
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A chemical investigation by headspace SPME and GC-MS of volatile and semi-volatile terpenes in various olibanum samples. | 2005 Jun |
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Composition and Antimicrobial Activity of Anemopsis californica leaf oil. | 2005 Nov 2 |
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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 |
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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 |
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Evaluation of in vitro antimicrobial activity of Thai basil oils and their micro-emulsion formulas against Propionibacterium acnes. | 2006 Apr |
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Transport of methyl eugenol-derived sex pheromonal components in the male fruit fly, Bactrocera dorsalis. | 2006 Aug |
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Antinociceptive effect of methyleugenol on formalin-induced hyperalgesia in mice. | 2006 Dec 28 |
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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 |
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Suppression of MeIQ-induced SOS response by allylbenzenes from Asiasarum heterotropoides in the Salmonella typhimurium OY1001/1A2 umu test. | 2006 Jun |
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Bioactive constituents of brazilian red propolis. | 2006 Jun |
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Women's health among the Chumash. | 2006 Mar |
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[Comparing analysis of components in volatile oils of nutmeg and prepared nutmeg by GC-MS]. | 2006 May |
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Use of biomonitoring data to evaluate methyl eugenol exposure. | 2006 Nov |
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Polybrominated diphenyl ethers: a case study for using biomonitoring data to address risk assessment questions. | 2006 Nov |
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Floral phenylpropanoid cocktail and architecture of Bulbophyllum vinaceum orchid in attracting fruit flies for pollination. | 2006 Nov |
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Estragole (4-allylanisole) is the primary compound in volatiles emitted from the male and female cones of Cycas revoluta. | 2006 Nov |
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Quantification of flavor-related compounds in the unburned contents of bidi and clove cigarettes. | 2006 Nov 1 |
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[Antimicrobial activity and constituents in rumput roman extract as a natural food preservative]. | 2007 Aug |
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Metabolic activation of herbal and dietary constituents and its clinical and toxicological implications: an update. | 2007 Aug |
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Antiproliferative and pro-apoptotic activity of eugenol-related biphenyls on malignant melanoma cells. | 2007 Jan 18 |
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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 |
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Human cytochrome p450 enzyme specificity for the bioactivation of estragole and related alkenylbenzenes. | 2007 May |
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The putative tumor suppressor Tsc-22 is downregulated early in chemically induced hepatocarcinogenesis and may be a suppressor of Gadd45b. | 2007 Sep |
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Poly-k-trend tests for survival adjusted analysis of tumor rates formulated as approximate multiple contrast test. | 2008 |
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Chemical composition and antimicrobial activity of volatile components from capitula and aerial parts of Rhaponticum acaule DC growing wild in Tunisia. | 2008 |
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Vasorelaxation induced by the essential oil of Croton nepetaefolius and its constituents in rat aorta are partially mediated by the endothelium. | 2008 Apr |
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New attractants for males of the solanaceous fruit fly Bactrocera latifrons. | 2008 Dec |
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[New neolignan from seed of Myristica fragrans]. | 2008 Feb |
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Chemotypic variation of essential oils in the medicinal plant, Anemopsis californica. | 2008 Feb |
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Yield and oil composition of 38 basil (Ocimum basilicum L.) accessions grown in Mississippi. | 2008 Jan 9 |
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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 |
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Screening of chemical composition, antimicrobial and antioxidant activities of Artemisia essential oils. | 2008 May |
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Essential oil composition of Laurus nobilis L. of different growth stages growing in Iran. | 2008 Nov-Dec |
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Biological activity evaluation of the oils from Laurus nobilis of Tunisia and Algeria extracted by supercritical carbon dioxide. | 2009 |
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Insecticidal activity of basil oil, trans-anethole, estragole, and linalool to adult fruit flies of Ceratitis capitata, Bactrocera dorsalis, and Bactrocera cucurbitae. | 2009 Feb |
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Ring-fluorinated analog of methyl eugenol: attractiveness to and metabolism in the oriental fruit fly, Bactrocera dorsalis (Hendel). | 2009 Feb |
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Bay leaves improve glucose and lipid profile of people with type 2 diabetes. | 2009 Jan |
Substance Class |
Chemical
Created
by
admin
on
Edited
Thu Jul 06 00:40:28 UTC 2023
by
admin
on
Thu Jul 06 00:40:28 UTC 2023
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Record UNII |
29T9VA6R7M
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Record Status |
Validated (UNII)
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Classification Tree | Code System | Code | ||
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EPA PESTICIDE CODE |
203900
Created by
admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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NCI_THESAURUS |
C45175
Created by
admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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JECFA EVALUATION |
EUGENYL METHYL ETHER
Created by
admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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CFR |
21 CFR 172.515
Created by
admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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Code System | Code | Type | Description | ||
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METHYL EUGENOL
Created by
admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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PRIMARY | |||
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4918
Created by
admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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PRIMARY | |||
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C44401
Created by
admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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PRIMARY | |||
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100000170586
Created by
admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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PRIMARY | |||
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1368373
Created by
admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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PRIMARY | RxNorm | ||
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202-223-0
Created by
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PRIMARY | |||
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C005223
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29T9VA6R7M
Created by
admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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SUB184705
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admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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M7414
Created by
admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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PRIMARY | Merck Index | ||
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4504
Created by
admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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93-15-2
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admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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29T9VA6R7M
Created by
admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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7127
Created by
admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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8900
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admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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methyl eugenol
Created by
admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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209528
Created by
admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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DTXSID5025607
Created by
admin on Thu Jul 06 00:40:28 UTC 2023 , Edited by admin on Thu Jul 06 00:40:28 UTC 2023
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Related Record | Type | Details | ||
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
USP
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PARENT -> CONSTITUENT ALWAYS PRESENT |
In view of the toxic properties documented for the oil and associated with beta-asarone , it has been recommended that only beta-asarone-free calamus root should be used in phytotherapy.
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PARENT -> CONSTITUENT ALWAYS PRESENT |