Showing Compound 2-Methylpropyl benzoate (FDB020365)

Record Information

Version

1.0

Creation date

2010-04-08 22:14:58 UTC

Update date

2019-11-26 03:18:50 UTC

Primary ID

FDB020365

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2-Methylpropyl benzoate

Description

2-Methylpropyl benzoate, also known as benzoic acid isobutyl ester, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. 2-Methylpropyl benzoate is a sweet, balsam, and fruity tasting compound. 2-Methylpropyl benzoate has been detected, but not quantified in, several different foods, such as alcoholic beverages, cocoa and cocoa products, cocoa beans (Theobroma cacao), and fruits. This could make 2-methylpropyl benzoate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-Methylpropyl benzoate.

CAS Number

120-50-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Benzoic acid isobutyl ester	ChEBI
Benzoate isobutyl ester	Generator
2-Methylpropyl benzoic acid	Generator
Benzoic acid, 2-methylpropyl ester	HMDB
Benzoic acid, isobutyl ester	HMDB
Benzoic acid, isobutyl ester (6ci,7ci,8ci)	HMDB
FEMA 2185	HMDB
Isobutyl benzoate	HMDB
Isobutyl benzoic acid	Generator
2-Methylpropyl benzoate	db_source
Benzoic acid, isobutyl ester (6CI,7CI,8CI)	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.1 g/L	ALOGPS
logP	3.27	ALOGPS
logP	3.22	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	-6.9	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	4	ChemAxon
Refractivity	51.83 m³·mol⁻¹	ChemAxon
Polarizability	20.17 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C11H14O2

IUPAC name

2-methylpropyl benzoate

InChI Identifier

InChI=1S/C11H14O2/c1-9(2)8-13-11(12)10-6-4-3-5-7-10/h3-7,9H,8H2,1-2H3

InChI Key

KYZHGEFMXZOSJN-UHFFFAOYSA-N

Isomeric SMILES

CC(C)COC(=O)C1=CC=CC=C1

Average Molecular Weight

178.2277

Monoisotopic Molecular Weight

178.099379692

Classification

Description

Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Benzoate ester
Benzoyl
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzoate ester (CHEBI:87500 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Source:

Food

Biological:

Plant:

Theobroma cacao

Role

Biological role:

Nutrient

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 74.13%; H 7.92%; O 17.95%	DFC
Melting Point	Not Available
Boiling Point	Bp 242°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d 1	DFC
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-7900000000-e982b688673f1201fce5	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-8900000000-64acee983703b623e7c3	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-7900000000-be55c34d6b9d10825640	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-8900000000-2a7bd0389fcec283ddef	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0ab9-5900000000-f47e935b7d9fd061c4df	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0ab9-2900000000-2a4cd000e9249f5792ef	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-004i-0900000000-365eb4d197b093211bc4	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0ab9-2900000000-888c6ee7964bda83f8e1	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-05fr-2900000000-70e3c3f3b7c026ff6e87	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-7900000000-7905fa6f0a7dc13f612f	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0adi-8900000000-0199d0140db301102a71	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0ab9-2900000000-6e1a394e15c651ec5a8b	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0ab9-3900000000-7236cdc2ceef1cd1ae31	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-7900000000-e982b688673f1201fce5	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-8900000000-64acee983703b623e7c3	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-7900000000-be55c34d6b9d10825640	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-8900000000-2a7bd0389fcec283ddef	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0ab9-5900000000-f47e935b7d9fd061c4df	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0ab9-2900000000-2a4cd000e9249f5792ef	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-004i-0900000000-365eb4d197b093211bc4	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0ab9-2900000000-888c6ee7964bda83f8e1	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-05fr-2900000000-70e3c3f3b7c026ff6e87	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-7900000000-7905fa6f0a7dc13f612f	Spectrum
GC-MS	2-Methylpropyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0adi-8900000000-0199d0140db301102a71	Spectrum
Predicted GC-MS	2-Methylpropyl benzoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-5900000000-2c417892c22b4a341265	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a6r-5900000000-c85ac84a6d0eed4a2417	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9400000000-3141bdb60c34a162c636	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9300000000-d6642c8a3ba9bc128956	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-1900000000-7675be4e263653419a88	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00b9-4900000000-db6a0e0791791f1b8c7b	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9500000000-1e99fb5b735f598c7532	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0900000000-f240afe641245e7b20da	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00b9-9400000000-18141bc7fd87deb950ce	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-8491a4df8b0413550b65	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-1900000000-db1a9e4bbf3898ae6755	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6r-8900000000-b9586edd834c8dc4fd3c	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9600000000-8f1f06bdc7a9e1a60ec2	Spectrum

NMR

Not Available

External Links

ChemSpider ID

55007

ChEMBL ID

CHEMBL2260714

KEGG Compound ID

Not Available

Pubchem Compound ID

61048

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB40583

CRC / DFC (Dictionary of Food Compounds) ID

CVJ89-K:MQV39-A

EAFUS ID

1860

Dr. Duke ID

Not Available

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

rw1013271

SuperScent ID

Not Available

Wikipedia ID

Not Available

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

Not Available

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.
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
musty	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
powdery	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
balsam	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.