Showing Compound Ethyl benzoate (FDB012197)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:02 UTC

Update date

2019-11-26 03:06:22 UTC

Primary ID

FDB012197

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Ethyl benzoate

Description

Found in various fruits, e.g. apple, banana, sweet cherryand is also present in milk, butter, wines, black tea, bourbon vanilla and fruit brandies. Flavouring agent As with many volatile esters, ethyl benzoate has a pleasant odor. It is a component of some artificial fruit flavors.; Ethyl benzoate is the ester formed by the condensation of benzoic acid and ethanol. It is a colorless liquid that is almost insoluble in water, but miscible with most organic solvents.

CAS Number

93-89-0

Structure

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

Synonyms

Synonym	Source
Benzoic acid ethyl ester	ChEBI
Benzoic acid, ethyl ester	ChEBI
Benzoic ether	ChEBI
Benzoyl ethyl ether	ChEBI
Ethyl benzenecarboxylate	ChEBI
Benzoate ethyl ester	Generator
Benzoate, ethyl ester	Generator
Ethyl benzenecarboxylic acid	Generator
Ethyl benzoic acid	Generator
2,4-Dihydroxy-6-methylbenzoate	HMDB
2,4-Dihydroxy-6-methylbenzoic acid	HMDB
2-Methoxy-1-phenyl-ethanone	HMDB
4,6-Dihydroxy-O-toluic acid	HMDB
Benzoic acid, C12-13-alkyl esters	HMDB
Benzoic acid, C14-15-alkyl esters	HMDB
Benzoic acid, C9-11-alkyl esters	HMDB
Benzoic acid,ethyl ester	HMDB
Ethylester kyseliny benzoove	HMDB
FEMA 2422	HMDB
O-Orsellinic acid	HMDB
Orsellinate	HMDB
2-methoxy-1-phenyl-ethanone	biospider
4,6-Dihydroxy-o-toluic acid	biospider
Ethyl benzoate	db_source
O-orsellinic acid	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.83 g/L	ALOGPS
logP	2.39	ALOGPS
logP	2.33	ChemAxon
logS	-2.3	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	3	ChemAxon
Refractivity	42.83 m³·mol⁻¹	ChemAxon
Polarizability	16.22 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

ethyl benzoate

InChI Identifier

InChI=1S/C9H10O2/c1-2-11-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3

InChI Key

MTZQAGJQAFMTAQ-UHFFFAOYSA-N

Isomeric SMILES

CCOC(=O)C1=CC=CC=C1

Average Molecular Weight

150.1745

Monoisotopic Molecular Weight

150.068079564

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

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Source:

Food

Biological:

Role

Industrial application:

Laboratory chemical

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physico-Chemical Properties

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	Fp -34°	DFC
Boiling Point	Bp10 87.2°	DFC
Experimental Water Solubility	0.72 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	2.64	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	d254 1.04	DFC
Refractive Index	n20D 1.5045	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0a4i-4900000000-b14d01178eaee5ec18d3	2014-09-20	View Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-2900000000-37faa5967536e1c37df1	Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a6r-5900000000-c9d5dba851f474dd9456	Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-5900000000-240d67885345369282f3	Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-6900000000-5b05b2c2170f6252ca9a	Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-1900000000-4dfdb3091a0b0e276d97	Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0ab9-2900000000-642cce491cf1fc2d7784	Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0pdi-7900000000-da9006b983d81f077196	Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0pdi-8900000000-44a1b5b320f6a221cb8a	Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-1900000000-f9719df41d062495f650	Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-2900000000-37faa5967536e1c37df1	Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a6r-5900000000-c9d5dba851f474dd9456	Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-5900000000-240d67885345369282f3	Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-6900000000-5b05b2c2170f6252ca9a	Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-1900000000-4dfdb3091a0b0e276d97	Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0ab9-2900000000-642cce491cf1fc2d7784	Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0pdi-7900000000-da9006b983d81f077196	Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0pdi-8900000000-44a1b5b320f6a221cb8a	Spectrum
GC-MS	Ethyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-1900000000-f9719df41d062495f650	Spectrum
Predicted GC-MS	Ethyl benzoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-3900000000-5e6280da53233e98e415	Spectrum
Predicted GC-MS	Ethyl benzoate, 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	splash10-0udi-0900000000-86368d5a557887feaf32	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0pb9-1900000000-b8ded68691c400a7c3ac	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-8900000000-58fb24e660c8d2bff189	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-1900000000-ddca82f0ff01b64c98d8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0f92-3900000000-dab9271d0d827cbe329c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9400000000-36b3029eb6eec5567af5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-1900000000-20bd5ddcafdc7ff644b8	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9400000000-d120db94c385cdc93275	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-fc58e0949de9ca4842ff	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ab9-2900000000-345e7e905026a0d866d6	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6r-5900000000-e1fcea40403e16c81fc0	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a6r-8900000000-8279275c91418beaccbe	2021-09-22	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)		Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

32807

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB33967

CRC / DFC (Dictionary of Food Compounds) ID

DVN38-Z:HFB43-Z

EAFUS ID

1153

Dr. Duke ID

BENZOIC-ACID-ETHYL-ESTER|ETHYL-BENZOATE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

GoodScent ID

SuperScent ID

Wikipedia ID

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

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
camomile	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
flower	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
celery	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
fruit	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
anise	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
balsam	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
banana	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
berry	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
cherry	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
cranberry	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
grape	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
plum	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
raspberry	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
strawberry	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
minty	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
dry	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.
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
wintergreen	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bitter	Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755