Showing Compound Methyl phenylacetate (FDB010559)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:11 UTC

Update date

2019-11-26 03:03:47 UTC

Primary ID

FDB010559

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Methyl phenylacetate

Description

Methyl phenylacetate belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Methyl phenylacetate is a sweet, almond, and floral tasting compound. Methyl phenylacetate is found, on average, in the highest concentration within corns (Zea mays). Methyl phenylacetate has also been detected, but not quantified in, several different foods, such as pepper (c. frutescens), coffee and coffee products, arabica coffees (Coffea arabica), robusta coffees (Coffea canephora), and fruits. This could make methyl phenylacetate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Methyl phenylacetate.

CAS Number

101-41-7

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
Methyl phenylacetic acid	Generator
FEMA 2733	HMDB
Mephaneine	HMDB
Methyl alpha-toluate	HMDB
Methyl ester OF phenylacetic acid	HMDB
Methyl 2-phenylacetic acid	Generator
Methyl phenylacetate	MeSH
Methyl α-toluate	biospider
Methyl ester of phenylacetic acid	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.6 g/L	ALOGPS
logP	2.03	ALOGPS
logP	1.76	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	42.13 m³·mol⁻¹	ChemAxon
Polarizability	16 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C9H10O2

IUPAC name

methyl 2-phenylacetate

InChI Identifier

InChI=1S/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3

InChI Key

CRZQGDNQQAALAY-UHFFFAOYSA-N

Isomeric SMILES

COC(=O)CC1=CC=CC=C1

Average Molecular Weight

150.1745

Monoisotopic Molecular Weight

150.068079564

Classification

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Methyl ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Laboratory chemical

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 71.98%; H 6.71%; O 21.31%	DFC
Melting Point	Not Available
Boiling Point	Bp50 131-132°	DFC
Experimental Water Solubility	Not Available
Experimental logP	1.83	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d1616 1.06	DFC
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0006-9200000000-52232f96c18eca1b2394	2015-03-01	View Spectrum
GC-MS	Methyl phenylacetate, non-derivatized, GC-MS Spectrum	splash10-0006-9200000000-389b3d6431858f4110c9	Spectrum
GC-MS	Methyl phenylacetate, non-derivatized, GC-MS Spectrum	splash10-0006-9200000000-eeeabb5445489ab0953b	Spectrum
GC-MS	Methyl phenylacetate, non-derivatized, GC-MS Spectrum	splash10-0006-9100000000-18e224838518b1ddae9f	Spectrum
GC-MS	Methyl phenylacetate, non-derivatized, GC-MS Spectrum	splash10-0006-9100000000-1edd67a79f223f827641	Spectrum
GC-MS	Methyl phenylacetate, non-derivatized, GC-MS Spectrum	splash10-0006-9200000000-389b3d6431858f4110c9	Spectrum
GC-MS	Methyl phenylacetate, non-derivatized, GC-MS Spectrum	splash10-0006-9200000000-eeeabb5445489ab0953b	Spectrum
GC-MS	Methyl phenylacetate, non-derivatized, GC-MS Spectrum	splash10-0006-9100000000-18e224838518b1ddae9f	Spectrum
GC-MS	Methyl phenylacetate, non-derivatized, GC-MS Spectrum	splash10-0006-9100000000-1edd67a79f223f827641	Spectrum
Predicted GC-MS	Methyl phenylacetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9200000000-87bae92e5b97546941aa	Spectrum
Predicted GC-MS	Methyl phenylacetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0gb9-0900000000-f25a76df13db20a2b410	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0gbc-3900000000-511b0f2135ac341e4b05	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9300000000-137ed2396b7316ce0579	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-f12b2444ec831bdb6ca9	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00kb-0900000000-714e146d401300f08a2c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-4900000000-d72c1c0fc3949b615eb9	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0007-9800000000-5ae7754141b3f8f634c0	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00kf-9500000000-09614850d98f667a51b7	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-ee5158f79753ba716d14	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9600000000-ab903e003c3368a3914e	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-d017d7725bdee26883d1	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-5190dde93ea85ed050ff	2021-09-24	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 15.09 MHz, CDCl₃, experimental)		Spectrum

External Links

ChemSpider ID

7278

ChEMBL ID

CHEMBL3189123

KEGG Compound ID

Not Available

Pubchem Compound ID

7559

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB32617

CRC / DFC (Dictionary of Food Compounds) ID

FDG02-B:FDG03-C

EAFUS ID

2458

Dr. Duke ID

METHYL-PHENYLACETATE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1008431

SuperScent ID

Not Available

Wikipedia ID

Methyl_phenylacetate

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
flavor	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE
perfumery	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
floral	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
honey	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spice	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
waxy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
almond	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.