Showing Compound Ethyl 2-methylpropanoate (FDB003278)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:44 UTC

Update date

2019-11-26 02:58:47 UTC

Primary ID

FDB003278

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Ethyl 2-methylpropanoate

Description

Ethyl 2-methylpropanoate, also known as ethyl 2,2-dimethylacetate or isobutyric acid ethyl ester, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Ethyl 2-methylpropanoate is a sweet, alcoholic, and ethereal tasting compound. Ethyl 2-methylpropanoate is found, on average, in the highest concentration within red wine. Ethyl 2-methylpropanoate has also been detected, but not quantified in, several different foods, such as pineapples (Ananas comosus), apples (Malus pumila), alcoholic beverages, evergreen blackberries (Rubus laciniatus), and fruits. This could make ethyl 2-methylpropanoate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Ethyl 2-methylpropanoate.

CAS Number

97-62-1

Structure

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

Synonyms

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Synonym	Source
Ethyl 2,2-dimethylacetate	ChEBI
Ethyl 2,2-dimethylacetic acid	Generator
Ethyl 2-methylpropanoate	MeSH
Ethyl 2-methylpropanoate, 9ci	HMDB
Ethyl 2-methylpropanoate, 9CI	db_source
Ethyl 2-methylpropanoic acid	Generator
Ethyl 2-methylpropionate	HMDB
Ethyl ester OF 2-methyl-propanoic acid	HMDB
Ethyl ester of 2-methyl-propanoic acid	biospider
Ethyl isobutanoate	HMDB

Showing 1 to 10 of 20 entries

Predicted Properties

Property	Value	Source
Water Solubility	13.6 g/L	ALOGPS
logP	1.72	ALOGPS
logP	1.52	ChemAxon
logS	-0.93	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	31.36 m³·mol⁻¹	ChemAxon
Polarizability	13.23 Å³	ChemAxon
Number of Rings	0	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

C6H12O2

IUPAC name

ethyl 2-methylpropanoate

InChI Identifier

InChI=1S/C6H12O2/c1-4-8-6(7)5(2)3/h5H,4H2,1-3H3

InChI Key

WDAXFOBOLVPGLV-UHFFFAOYSA-N

Isomeric SMILES

CCOC(=O)C(C)C

Average Molecular Weight

116.1583

Monoisotopic Molecular Weight

116.083729628

Classification

Description

Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Carboxylic acid esters

Alternative Parents

Substituents

Carboxylic acid ester
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

fatty acid methyl ester (CHEBI:87303 )
Wax monoesters (LMFA07010503 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Biofluid and excreta:

Feces

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Bp 110°	DFC
Charge	Not Available
Density	d204 0.87	DFC
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 62.04%; H 10.41%; O 27.55%	DFC
Melting Point	-88.2 oC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Ethyl 2-methylpropanoate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-f3988eecc5f86a2f81e5	Spectrum
GC-MS	Ethyl 2-methylpropanoate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-cda38c45f8e8f3e49d4f	Spectrum
GC-MS	Ethyl 2-methylpropanoate, non-derivatized, GC-MS Spectrum	splash10-00dr-9100000000-16a5b597c42a23d7f22b	Spectrum
GC-MS	Ethyl 2-methylpropanoate, non-derivatized, GC-MS Spectrum	splash10-002f-9000000000-a2cde32043924be5f69d	Spectrum
GC-MS	Ethyl 2-methylpropanoate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-f3988eecc5f86a2f81e5	Spectrum
GC-MS	Ethyl 2-methylpropanoate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-cda38c45f8e8f3e49d4f	Spectrum
GC-MS	Ethyl 2-methylpropanoate, non-derivatized, GC-MS Spectrum	splash10-00dr-9100000000-16a5b597c42a23d7f22b	Spectrum
GC-MS	Ethyl 2-methylpropanoate, non-derivatized, GC-MS Spectrum	splash10-002f-9000000000-a2cde32043924be5f69d	Spectrum
Predicted GC-MS	Ethyl 2-methylpropanoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9000000000-78006c6c9d7cc2f64b40	Spectrum
Predicted GC-MS	Ethyl 2-methylpropanoate, 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	splash10-014i-5900000000-b497e527a00dd10ccf60	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00xu-9200000000-15b9cf1d24ca63e9478b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-006x-9000000000-487b56262921939df240	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-3900000000-fa1705aa5e16f6891659	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-9600000000-ccf9216bb7c78dde21d1	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kr-9000000000-5f89823d58cd88cdbaf6	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9100000000-9adcf5fbf8874986b60c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00ku-9200000000-24df36816c44949c3b3b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-9000000000-0a440708e26c224768c1	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9000000000-e18148c70c476d448538	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006x-9000000000-dee9505deb846ba46f5b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-a56976d42756d59af747	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

7065

ChEMBL ID

CHEMBL295870

KEGG Compound ID

Not Available

Pubchem Compound ID

7342

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31248

CRC / DFC (Dictionary of Food Compounds) ID

CVK55-C:CVK57-E

EAFUS ID

1237

Dr. Duke ID

ETHYL-2-METHYL-PROPIONATE|ETHYL-ISOBUTYRATE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

97-62-1

GoodScent ID

rw1000751

SuperScent ID

7342

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

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Showing 1 to 2 of 2 entries

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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Flavor	Citations
alcoholic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
ethereal	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fusel	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rubber	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
rummy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
strawberry	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
sweet	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.