U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C11H14O2
Molecular Weight 178.2281
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHYL EUGENOL

SMILES

C=CCc1ccc(c(c1)OC)OC

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 178.2281
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
[Analysis of volatile constituents of root and rhizome of Asarum heterotropoides Fr. var. mandshuricum (Maxim.) Kitag. by gas chromatography-mass spectrometry].
2002 Sep
Bioactive fractions containing methyl eugenol-derived sex pheromonal components in haemolymph of the male fruit fly Bactrocera dorsalis (Diptera: Tephritidae).
2005 Dec
The melon fruit fly, Bactrocera cucurbitae: a review of its biology and management.
2005 Dec 6
[Study on extraction methods of volatile oil from Mosla soochowensis].
2005 Sep
Evaluation of in vitro antimicrobial activity of Thai basil oils and their micro-emulsion formulas against Propionibacterium acnes.
2006 Apr
Transport of methyl eugenol-derived sex pheromonal components in the male fruit fly, Bactrocera dorsalis.
2006 Aug
Antinociceptive effect of methyleugenol on formalin-induced hyperalgesia in mice.
2006 Dec 28
Human cytochrome p450 enzymes of importance for the bioactivation of methyleugenol to the proximate carcinogen 1'-hydroxymethyleugenol.
2006 Jan
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
Suppression of MeIQ-induced SOS response by allylbenzenes from Asiasarum heterotropoides in the Salmonella typhimurium OY1001/1A2 umu test.
2006 Jun
Bioactive constituents of brazilian red propolis.
2006 Jun
Women's health among the Chumash.
2006 Mar
[Comparing analysis of components in volatile oils of nutmeg and prepared nutmeg by GC-MS].
2006 May
Use of biomonitoring data to evaluate methyl eugenol exposure.
2006 Nov
Polybrominated diphenyl ethers: a case study for using biomonitoring data to address risk assessment questions.
2006 Nov
The use of biomonitoring data in exposure and human health risk assessments.
2006 Nov
Floral phenylpropanoid cocktail and architecture of Bulbophyllum vinaceum orchid in attracting fruit flies for pollination.
2006 Nov
Female-biased attraction of Oriental fruit fly, bactrocera dorsalis (Hendel), to a blend of host fruit volatiles from Terminalia catappa L.
2006 Nov
Estragole (4-allylanisole) is the primary compound in volatiles emitted from the male and female cones of Cycas revoluta.
2006 Nov
Quantification of flavor-related compounds in the unburned contents of bidi and clove cigarettes.
2006 Nov 1
Comparative chemical composition and antioxidant activities of wild and cultivated Laurus nobilis L. leaves and Foeniculum vulgare subsp. piperitum (Ucria) coutinho seeds.
2006 Oct
[Antimicrobial activity and constituents in rumput roman extract as a natural food preservative].
2007 Aug
Metabolic activation of herbal and dietary constituents and its clinical and toxicological implications: an update.
2007 Aug
Can ménage-a-trois be used for controlling insects?
2007 Aug
Gas chromatography/mass spectrometry analysis of Laurus nobilis essential oil composition of northern Cyprus.
2007 Dec
Antiproliferative and pro-apoptotic activity of eugenol-related biphenyls on malignant melanoma cells.
2007 Jan 18
Evaluation of mosquitocidal activity of essential oil and sesquiterpenes from leaves of Chloroxylon swietenia DC.
2007 Jul
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
Pharmacophagy of methyl eugenol by males enhances sexual selection of Bactrocera carambolae.
2007 Jun
Human cytochrome p450 enzyme specificity for the bioactivation of estragole and related alkenylbenzenes.
2007 May
The putative tumor suppressor Tsc-22 is downregulated early in chemically induced hepatocarcinogenesis and may be a suppressor of Gadd45b.
2007 Sep
Poly-k-trend tests for survival adjusted analysis of tumor rates formulated as approximate multiple contrast test.
2008
Chemical composition and antimicrobial activity of volatile components from capitula and aerial parts of Rhaponticum acaule DC growing wild in Tunisia.
2008
Effectiveness of attract-and-kill systems using methyl eugenol incorporated with neonicotinoid insecticides against the oriental fruit fly (Diptera: Tephritidae).
2008 Apr
Vasorelaxation induced by the essential oil of Croton nepetaefolius and its constituents in rat aorta are partially mediated by the endothelium.
2008 Apr
Evaluation of lure dispensers for fruit fly surveillance in New Zealand.
2008 Aug
New attractants for males of the solanaceous fruit fly Bactrocera latifrons.
2008 Dec
[New neolignan from seed of Myristica fragrans].
2008 Feb
Constituents of Asarum sieboldii with inhibitory activity on lipopolysaccharide (LPS)-induced NO production in BV-2 microglial cells.
2008 Feb
Chemotypic variation of essential oils in the medicinal plant, Anemopsis californica.
2008 Feb
Mating activity of Bactrocera cacuminata (Hering) (Diptera: Tephritidae) on its larval host plant Solanum mauritianum Scopoli in southeast Queensland.
2008 Feb
Yield and oil composition of 38 basil (Ocimum basilicum L.) accessions grown in Mississippi.
2008 Jan 9
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
Screening of chemical composition, antimicrobial and antioxidant activities of Artemisia essential oils.
2008 May
Antifungal activity of essential oils of Croton species from the Brazilian Caatinga biome.
2008 May
Essential oil composition of Laurus nobilis L. of different growth stages growing in Iran.
2008 Nov-Dec
Biological activity evaluation of the oils from Laurus nobilis of Tunisia and Algeria extracted by supercritical carbon dioxide.
2009
Insecticidal activity of basil oil, trans-anethole, estragole, and linalool to adult fruit flies of Ceratitis capitata, Bactrocera dorsalis, and Bactrocera cucurbitae.
2009 Feb
Ring-fluorinated analog of methyl eugenol: attractiveness to and metabolism in the oriental fruit fly, Bactrocera dorsalis (Hendel).
2009 Feb
Bay leaves improve glucose and lipid profile of people with type 2 diabetes.
2009 Jan
Patents
Substance Class Chemical
Created
by admin
on Fri Jun 25 22:23:15 UTC 2021
Edited
by admin
on Fri Jun 25 22:23:15 UTC 2021
Record UNII
29T9VA6R7M
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METHYL EUGENOL
FCC   INCI  
INCI  
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
HSDB   MI  
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
FHFI  
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
Created by admin on Fri Jun 25 22:23:16 UTC 2021 , Edited by admin on Fri Jun 25 22:23:16 UTC 2021
NCI_THESAURUS C45175
Created by admin on Fri Jun 25 22:23:16 UTC 2021 , Edited by admin on Fri Jun 25 22:23:16 UTC 2021
JECFA EVALUATION EUGENYL METHYL ETHER
Created by admin on Fri Jun 25 22:23:16 UTC 2021 , Edited by admin on Fri Jun 25 22:23:16 UTC 2021
CFR 21 CFR 172.515
Created by admin on Fri Jun 25 22:23:16 UTC 2021 , Edited by admin on Fri Jun 25 22:23:16 UTC 2021
Code System Code Type Description
WIKIPEDIA
METHYL EUGENOL
Created by admin on Fri Jun 25 22:23:16 UTC 2021 , Edited by admin on Fri Jun 25 22:23:16 UTC 2021
PRIMARY
NCI_THESAURUS
C44401
Created by admin on Fri Jun 25 22:23:16 UTC 2021 , Edited by admin on Fri Jun 25 22:23:16 UTC 2021
PRIMARY
RXCUI
1368373
Created by admin on Fri Jun 25 22:23:16 UTC 2021 , Edited by admin on Fri Jun 25 22:23:16 UTC 2021
PRIMARY RxNorm
ECHA (EC/EINECS)
202-223-0
Created by admin on Fri Jun 25 22:23:16 UTC 2021 , Edited by admin on Fri Jun 25 22:23:16 UTC 2021
PRIMARY
MESH
C005223
Created by admin on Fri Jun 25 22:23:16 UTC 2021 , Edited by admin on Fri Jun 25 22:23:16 UTC 2021
PRIMARY
FDA UNII
29T9VA6R7M
Created by admin on Fri Jun 25 22:23:16 UTC 2021 , Edited by admin on Fri Jun 25 22:23:16 UTC 2021
PRIMARY
EVMPD
SUB184705
Created by admin on Fri Jun 25 22:23:16 UTC 2021 , Edited by admin on Fri Jun 25 22:23:16 UTC 2021
PRIMARY
MERCK INDEX
M7414
Created by admin on Fri Jun 25 22:23:16 UTC 2021 , Edited by admin on Fri Jun 25 22:23:16 UTC 2021
PRIMARY Merck Index
HSDB
4504
Created by admin on Fri Jun 25 22:23:16 UTC 2021 , Edited by admin on Fri Jun 25 22:23:16 UTC 2021
PRIMARY
CAS
93-15-2
Created by admin on Fri Jun 25 22:23:16 UTC 2021 , Edited by admin on Fri Jun 25 22:23:16 UTC 2021
PRIMARY
PUBCHEM
7127
Created by admin on Fri Jun 25 22:23:16 UTC 2021 , Edited by admin on Fri Jun 25 22:23:16 UTC 2021
PRIMARY
EPA CompTox
93-15-2
Created by admin on Fri Jun 25 22:23:16 UTC 2021 , Edited by admin on Fri Jun 25 22:23:16 UTC 2021
PRIMARY
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