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Compound Summary

General Compound Information

2-methoxy-4-(1-(E)-propenyl)phenol (trans-isoeugenol)

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Description

Isoeugenol is a phenylpropanoid that is an isomer of eugenol in which the allyl substituent is replaced by a prop-1-enyl group. It has a role as an allergen and a sensitiser. It derives from a guaiacol.

Synonyms

Isoeugenol; 97-54-1; (E)-Isoeugenol; trans-Isoeugenol; 2-Methoxy-4-propenylphenol;

4-Propenylguaiacol;2-methoxy-4-(prop-1-en-1-yl)phenol;5932-68-3;Isoeugenol trans-form;4-Hydroxy-3-methoxy-1-propenylbenzene;trans-p-Propenylquaiacol;4-Hydroxy-3-methoxypropenylbenzene;Phenol, 2-methoxy-4-propenyl-;1-Hydroxy-2-methoxy-4-propenylbenzene;trans-2-Methoxy-4-propenylphenol;2-METHOXY-4-(1-PROPENYL)PHENOL;Propenylguaiacol;Isoeugenol (I);Phenol, 2-methoxy-4-(1-propenyl)-;2-methoxy-4-[(1E)-prop-1-en-1-yl]phenol;(E)-2-Methoxy-4-(prop-1-enyl)phenol;1-Hydroxy-2-methoxy-4-propen-1-ylbenzene;Propenylgualacol;Iso-eugenol;2-methoxy-4-[(E)-prop-1-enyl]phenol;NCI-C60979;3-Methoxy-4-hydroxypropenylbenzene;3-Methoxy-4-hydroxy-1-propen-1-ylbenzene;NSC 6769;Phenol, 2-methoxy-4-propenyl-, (E)-;Isoeugenol and isomers;CHEBI:50545;1-(3-Methoxy-4-hydroxyphenyl)-1-propene;4-Hydroxy-3-methoxy-1-propen-1-ylbenzene;(E)-2-Methoxy-4-(prop-1-en-1-yl)phenol;Phenol, 2-methoxy-4-(1-propenyl)-, (E)-;trans-4-Propenylgualacol;28FSR1NAY4;CHEMBL193598;Isoeugenol,c&t;NSC-209522;2-Methoxy-4-[(1E)-1-propenyl]phenol;NCGC00091470-02;Phenol, 2-methoxy-4-(1-propen-1-yl)-;Isoeugenol,predominantly trans;DTXCID502413;2-Methoxy-4-[1-propenyl]phenol;3-Methoxy-4-hydroxy-1-propenylbenzene;CAS-97-54-1;CCRIS 744;FEMA No. 2468;2-methoxy-4-propenyl-Phenol;4-06-00-06324 (Beilstein Handbook Reference);EINECS 202-590-7;EINECS 227-678-2;UNII-28FSR1NAY4;DTXSID7022413;NSC 209522;BRN 1909602;BRN 2046156;UNII-5M0MWY797U;e-isoeugenol;1-(3-Methoxy-4-hydroxyphenyl)-1-propane;AI3-15356;Isoeugenol E;Isoeugenol Z;HSDB 8044;iso-Eugenol 2;Phenol, (E)-;Phenol, 2-methoxy-4-(1E)-1-propenyl-;ISOEUGENOL, E-;Isoeugenol, cis + trans;ISOEUGENOL, TRANS-;bmse010052;ISOEUGENOL, (E)-;SCHEMBL57986;3-06-00-04993 (Beilstein Handbook Reference);MLS001065576;BIDD:ER0697;WLN: 2U1R DQ CO1;Isoeugenol, analytical standard;Isoeugenol, predominantly trans;5M0MWY797U;(E)-4-PROPENYLGUAIACOL;Isoeugenol, natural, 99%, FG;DTXSID50872350;NSC6769;HMS2268O09;WLN: 2U1R DQ CO1 -E;ZINC391122;(E)-2-methoxy-4-propenyl-Phenol;2-methoxy-4-(1-propenyl)-Phenol;ISOEUGENOL TRANS-FORM [MI];HY-N1952;NSC-6769;Tox21_111138;Tox21_202433;Tox21_300303;BDBM50548724;MFCD00009285;NSC209522;s5757;STL264281;AKOS000120575;Tox21_111138_1;DB14188;trans-2-methoxy-4-(1-propenyl)phenol;(E)-2-methoxy-4-(1-propenyl)-Phenol;2-Methoxy-4-propenylphenol (isoeugenol);NCGC00091470-01;NCGC00091470-03;NCGC00091470-04;NCGC00091470-05;NCGC00254142-01;NCGC00259982-01;(E)-2-methoxy-4- (1-propenyl)-Phenol;AC-34996;AS-61702;SMR000112408;(E)-2-Methoxy-4-(1-propen-1-yl)phenol;CS-0018270;I0132;(E)-2-METHOXY-4-(1-PROPENYL)PHENOL;EN300-18429;2-methoxy-4-(1-propenyl)phenol (ACD/Name 4.0);Isoeugenol, predominantly trans, analytical standard;Q27889971;Z57953030;F1905-7039;

FlavorDB ID

3380

PUBCHEM ID

Molecular Weight

164.2 Molecular Formula

C10H12O2

Openeye Can Smiles

CC=CC1=CC(=C(C=C1)O)OC

IUPAC Inchikey

BJIOGJUNALELMI-ONEGZZNKSA-N

Network

Similarity

Toxicity Summary
Link to the Distributed Structure-Searchable Toxicity (DSSTox) Database

Food Additive Safety (OFAS)
ISOEUGENOL is used for FLAVORING AGENT OR ADJUVANT. More food additive safty information please view GRAS report.

EFSA's chemical Hazards Database : OpenFoodTox
This compound is found in OpenFoodTox with the name: Isoeugenol

Reference point : Defined point on an experimental dose–response relationship for the critical effect. This term is synonymous to Point of departure (USA). Reference points include the lowest or no observed adverse effect level (LOAEL/NOAEL) or benchmark dose lower confidence limit (BDML), used to derive a reference value or Margin of Exposure in human and animal health risk assessment. In the ecological area, these include lethal dose (LD50), effect concentration (EC5/ECx), no (adverse) effect concentration/dose (NOEC/NOAEC/NOAED), no (adverse) effect level (NEL/NOAEL), hazard concentration (HC5/HCx) derived from a Species Sensitivity Distributions (SSD) for the ecosystem (EFSA Scientific Committee,2018). Citation: DOI 10.5281/zenodo.4740174

Output ID	SPECIES	Route	Duration Days	END POINT	QUALIFIER	VALUE	UNIT	EFFECT	Toxicity
149	Daphnia magna	Not reported		NOEC	=	0.4	mg/L	not reported
149	Mouse	Not reported	730	LOAEL	=	75	mg/kg bw/day	histopathology neoplastic	hepatotoxicity

Reference Value

Reference Value : The estimated maximum dose (on a body mass basis) or the concentration of an agent to which an individual may be exposed over a specified period without appreciable risk. Reference values are established by applying an uncertainty factor to the reference point. Examples of reference values in human health include acceptable daily intake (ADI) for food and feed additives, and pesticides, tolerable upper intake levels (UL) for vitamins and minerals, and tolerable daily intake (TDI) for contaminants and food contact materials. For acute effects and operators, the acute reference dose (ARfD) and the acceptable operator exposure level (AOEL). In animal health and the ecological area, these include safe feed concentrations and the Predicted no effect concentration (PNEC) respectively (EFSA Scientific Committee, 2018). Citation: DOI 10.5281/zenodo.4740174

OUTPUT ID	ASSESSMENT	QUALIFIER	VALUE	UNIT	POPULATION
2073	TTC Cramer Class I	=	30	µg/kg bw/day	Consumers
149	ADI	=	75	µg/kg bw/day	Consumers
149	MSI/FC	=	0.4	mg/kg bw/day	Cats as pet
149	MSI/FC	=	0.4	mg/kg bw/day	Cattle for meat production
149	MSI/FC	=	0.4	mg/kg bw/day	Cattle for meat production - less than 1 year old
149	MSI/FC	=	0.4	mg/kg bw/day	Cattle for milk production
149	MSI/FC	=	0.4	mg/kg bw/day	Chicken for egg production
149	MSI/FC	=	0.4	mg/kg bw/day	Chicken for meat production
149	MSI/FC	=	0.4	mg/kg bw/day	Dogs as pet
149	MSI/FC	=	0.4	mg/kg bw/day	Pigs - less than 1 year old
149	MSI/FC	=	0.4	mg/kg bw/day	Pigs for meat production
149	MSI/FC	=	0.4	mg/kg bw/day	Pigs for reproduction
149	MSI/FC	=	0.4	mg/kg bw/day	Turkeys for meat production
149	PNEC	=	8	µg/L	Aquatic compartment
149	PNEC	=	105	µg/kg	Soil compartment

Genotoxicity

Author	YEAR	OUTPUT ID	Genotoxicity
EFSA CEF	2010	2073	Negative
EFSA FEEDAP	2012	149	Negative

EFSA Outputs

Output ID	Title	DOI	Published
149	Scientific Opinion on the safety and efficacy of propenylhydroxybenzenes (chemical group 17) when used as flavourings for all animal species	doi:10.2903/j.efsa.2012.2532	16Jan2012
2073	Scientific Opinion on Flavouring Group Evaluation 81 (FGE.81): Consideration of hydroxypropenylbenzenes evaluated by JECFA (61st meeting) structurally related to 2-methoxy-4-(prop-1-enyl)phenyl 3-methylbutyrate from chemical group 17 evaluated by EFSA in FGE.30. EFSA Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF)	doi:10.2903/j.efsa.2010.1899	09Nov2010

Receptors

Receptor information of this compound is not available!

Consensus Spectra

Spectrum Type	Spectrum View	Description	Polarity
Experimental GCMS	view	GCMS	positive
Experimental LCMS	view	LCMS_Positive	positive
Experimental LCMS	view	LCMS_Negative	negative

Content

Compound Summary

2-methoxy-4-(1-(E)-propenyl)phenol (trans-isoeugenol)

Description

Isoeugenol is a phenylpropanoid that is an isomer of eugenol in which the allyl substituent is replaced by a prop-1-enyl group. It has a role as an allergen and a sensitiser. It derives from a guaiacol.

Synonyms

Isoeugenol; 97-54-1; (E)-Isoeugenol; trans-Isoeugenol; 2-Methoxy-4-propenylphenol;

FlavorDB ID

3380

PUBCHEM ID

853433

Molecular Weight

164.2

Molecular Formula

C10H12O2

Openeye Can Smiles

CC=CC1=CC(=C(C=C1)O)OC

IUPAC Inchikey

BJIOGJUNALELMI-ONEGZZNKSA-N

Network

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Content

Compound Summary

2-methoxy-4-(1-(E)-propenyl)phenol (trans-isoeugenol)

Description

Isoeugenol is a phenylpropanoid that is an isomer of eugenol in which the allyl substituent is replaced by a prop-1-enyl group. It has a role as an allergen and a sensitiser. It derives from a guaiacol.

Synonyms

Isoeugenol; 97-54-1; (E)-Isoeugenol; trans-Isoeugenol; 2-Methoxy-4-propenylphenol;

FlavorDB ID

3380

PUBCHEM ID

853433

Molecular Weight

164.2

Molecular Formula

C10H12O2

Openeye Can Smiles

CC=CC1=CC(=C(C=C1)O)OC

IUPAC Inchikey

BJIOGJUNALELMI-ONEGZZNKSA-N

Network

Shown in network

Similarity

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OpenFoodTox: component Isoeugenol

GC-MS Spectrum

GC-MS Spectrum

GC-MS Spectrum