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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 of METHYL EUGENOL

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

PubMed

TitleDatePubMed
A new cyclobutane lignan from Cinnamomum balansae.
2001
Methyleugenol and eugenol variation in Ocimum basilicum cv. Genovese gigante grown in greenhouse and in vitro.
2001 Apr-Jun
Methyleugenol.
2002
Identification of mammary carcinogens in rodent bioassays.
2002
Anticonvulsant activity of the leaf essential oil of Laurus nobilis against pentylenetetrazole- and maximal electroshock-induced seizures.
2002 Apr
Antifungal constituents of the essential oil fraction of Artemisia dracunculus L. Var. dracunculus.
2002 Nov 20
Evidence for positive selection on the floral scent gene isoeugenol-O-methyltransferase.
2003 Feb
Concentrations of nine alkenylbenzenes, coumarin, piperonal and pulegone in Indian bidi cigarette tobacco.
2003 Feb
Acaricidal activity of clove bud oil compounds against Dermatophagoides farinae and Dermatophagoides pteronyssinus (Acari: Pyroglyphidae).
2003 Feb 12
Antimycobacterial compounds from Piper sanctum.
2004 Dec
Antifungal constituents of Melicope borbonica.
2004 Jul
Chemical-induced atrial thrombosis in NTP rodent studies.
2005
Effects of methyl-eugenol administration on behavioral models related to depression and anxiety, in rats.
2005 Apr
Molecular mechanisms of toxicity of important food-borne phytotoxins.
2005 Feb
Suppression of chemical mutagen-induced SOS response by allylbenzen from Asiasarum heterotropoides in the Salmonella typhimurium TA1535/PSK1002 umu test.
2005 Jan
Flavonoids and alkenylbenzenes: mechanisms of mutagenic action and carcinogenic risk.
2005 Jul 1
Comparisons of thresholds for carcinogenicity on linear and logarithmic dosage scales.
2005 Jun
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
[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
Bioactive constituents of brazilian red propolis.
2006 Jun
[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
Estragole (4-allylanisole) is the primary compound in volatiles emitted from the male and female cones of Cycas revoluta.
2006 Nov
Comparative chemical composition and antioxidant activities of wild and cultivated Laurus nobilis L. leaves and Foeniculum vulgare subsp. piperitum (Ucria) coutinho seeds.
2006 Oct
Gas chromatography/mass spectrometry analysis of Laurus nobilis essential oil composition of northern Cyprus.
2007 Dec
Evaluation of mosquitocidal activity of essential oil and sesquiterpenes from leaves of Chloroxylon swietenia DC.
2007 Jul
Pharmacophagy of methyl eugenol by males enhances sexual selection of Bactrocera carambolae.
2007 Jun
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
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
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
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 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
  • Download
Name Type Language
METHYLEUGENOL
HSDB   MI  
Preferred Name English
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 [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 Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
NCI_THESAURUS C45175
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
JECFA EVALUATION EUGENYL METHYL ETHER
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
CFR 21 CFR 172.515
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
Code System Code Type Description
WIKIPEDIA
METHYL EUGENOL
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY
CHEBI
4918
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY
NCI_THESAURUS
C44401
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY
SMS_ID
100000170586
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY
RXCUI
1368373
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY RxNorm
ECHA (EC/EINECS)
202-223-0
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY
MESH
C005223
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY
FDA UNII
29T9VA6R7M
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY
EVMPD
SUB184705
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY
MERCK INDEX
m7414
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY Merck Index
HSDB
4504
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY
JECFA MONOGRAPH
1768
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY
CAS
93-15-2
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY
DAILYMED
29T9VA6R7M
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY
PUBCHEM
7127
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY
NSC
8900
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY
ALANWOOD
methyl eugenol
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY
NSC
209528
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY
EPA CompTox
DTXSID5025607
Created by admin on Mon Mar 31 18:44:32 GMT 2025 , Edited by admin on Mon Mar 31 18:44:32 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
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.
PARENT -> CONSTITUENT ALWAYS PRESENT