ContaminantDB: EUGENYL ACETATE

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-19 02:05:37 UTC

Update Date

2016-11-09 01:09:35 UTC

Accession Number

CHEM005719

Identification

Common Name

EUGENYL ACETATE

Class

Small Molecule

Description

Aceteugenol, also known as eugenol acetate, belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. Aceteugenol is an extremely weak basic (essentially neutral) compound (based on its pKa). Aceteugenol is a sweet-, carnation-, and clove-tasting compound. Outside of the human body, aceteugenol is found, on average, in the highest concentration in a few different foods, such as cloves, Ceylon cinnamons, and sweet bay. Aceteugenol has also been detected, but not quantified in, several different foods, such as nutmegs, herbs and spices, cumins, star anises, and lemon balms. This could make aceteugenol a potential biomarker for the consumption of these foods. Aceteugenol is a flavouring agent found in Caraway, oil of clove (Syzygium aromaticum), cinnamon leaf (Cinnamomum verum), and other essential oils.

Contaminant Sources

EAFUS Chemicals
FooDB Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,3,4-Eugenol acetate	HMDB
1-Acetoxy-2-methoxy-4-allylbenzene	HMDB
2-Methoxy-4-(2-propen-1-yl)phenyl acetate	HMDB
2-Methoxy-4-(2-propenyl)phenyl acetate	HMDB
4-Allyl-2-methoxyphenol acetate	HMDB
4-Allyl-2-methoxyphenyl acetate	HMDB
aceto Eugenol	HMDB
Acetyl eugenol	HMDB
Acetyleugenol	HMDB, MeSH
Eugenol acetate	HMDB
Eugenyl acetate	HMDB, MeSH
FEMA 2469	HMDB
Phenol, 2-methoxy-4-(2-propen-1-yl)-, 1-acetate	HMDB
Phenol, 2-methoxy-4-(2-propenyl)-, acetate	HMDB
Phenol, 4-allyl-2-methoxy-, acetate	HMDB
(2-Methoxy-4-prop-2-enylphenyl) acetate	HMDB
2-Methoxy-4-(2-propenyl)phenol acetate	HMDB
Aceteugenol	HMDB
O-Acetyleugenol	HMDB

Chemical Formula

C₁₂H₁₄O₃

Average Molecular Mass

206.238 g/mol

Monoisotopic Mass

206.094 g/mol

CAS Registry Number

93-28-7

IUPAC Name

2-methoxy-4-(prop-2-en-1-yl)phenyl acetate

Traditional Name

eugenyl acetate

SMILES

COC1=C(OC(C)=O)C=CC(CC=C)=C1

InChI Identifier

InChI=1S/C12H14O3/c1-4-5-10-6-7-11(15-9(2)13)12(8-10)14-3/h4,6-8H,1,5H2,2-3H3

InChI Key

SCCDQYPEOIRVGX-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol esters

Sub Class

Not Available

Direct Parent

Phenol esters

Alternative Parents

Substituents

Phenol ester
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Carboxylic acid ester
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:34522 )
benzoate ester (CHEBI:34522 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.15 g/L	ALOGPS
logP	3	ALOGPS
logP	2.52	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	57.94 m³·mol⁻¹	ChemAxon
Polarizability	22.28 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03dl-5900000000-07dccf5db214bbe5da36	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03di-1900000000-9c3ff0de59c85e8294b0	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03di-4900000000-67c6396f6b356ed19199	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03dl-5900000000-07dccf5db214bbe5da36	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03di-1900000000-9c3ff0de59c85e8294b0	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03di-4900000000-67c6396f6b356ed19199	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dl-4900000000-a304eb063db0dbfb4754	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-0a4i-0190000000-aac08a05e91542bc8ee6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-0a4i-0490000000-7b507551acbb774fdb39	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-0a4r-0970000000-103298343d2eeedb4b71	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, positive	splash10-052r-0930000000-790979ed2c402e55985f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, positive	splash10-052r-0920000000-fca2cfe497d7997a05d9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, positive	splash10-052r-0910000000-85b083c7cb397c23ae7d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 6V, positive	splash10-052r-0900000000-cd22b7ee4e8289af04cd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 7V, positive	splash10-059i-0900000000-bffea5112bca02611ffb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 8V, positive	splash10-05br-0900000000-b4fc4d81a5f5db11ba7d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 9V, positive	splash10-05dr-0900000000-9c4086a215cced0aaebc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 12V, positive	splash10-00bi-0900000000-d5a5b0376c1d44d53269	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 15V, positive	splash10-004i-1900000000-fa5b9e1fa96c52be882a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 18V, positive	splash10-004i-3900000000-cf5ef9e2fee8299440e9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 21V, positive	splash10-004l-5900000000-e7818cc62a6d1f999ef8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 27V, positive	splash10-0fvi-9700000000-096c27413dd813f427c8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 14V, positive	splash10-000i-0900000000-34fbb1b55cebae7182b3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 14V, positive	splash10-004i-0900000000-73ec60ea1131e1a25937	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 14V, positive	splash10-000i-0900000000-af68f4a566c5bf7574cb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 14V, positive	splash10-0a4i-4900000000-cd4aeb3ab174f068fb15	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 14V, positive	splash10-00di-0900000000-3742e23de9fd8aace948	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 14V, positive	splash10-0a4j-0900000000-9720dfd149796e13f607	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, positive	splash10-000i-0900000000-a327ab73af988d78e268	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 6V, positive	splash10-000i-0900000000-5a75ad949f6ef3df602a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 7V, positive	splash10-000i-0900000000-b0b4702efee1e3322428	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 7V, positive	splash10-0079-0900000000-7ecf1428cf5a2ae600b5	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

FooDB ID

Phenol Explorer ID

KNApSAcK ID

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

6869

ChEBI ID

Not Available

PubChem Compound ID

7136

Kegg Compound ID

C14567

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.

EUGENYL ACETATE (CHEM005719)

Structure for CHEM005719: EUGENYL ACETATE