Showing Compound Benzyl acetate (FDB003367)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:46 UTC

Update date

2020-09-17 15:30:03 UTC

Primary ID

FDB003367

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Benzyl acetate

Description

Benzyl acetate, also known as benzyl ethanoate, is an organic ester formed from the condensation of benzyl alcohol and acetic acid. Benzyl acetate is a neutral compound with a sweet jasmine-like aroma and a sweet, apple, and apricot taste. Benzyl acetate is found in highest concentration in sweet basils and is detected in figs, fruits, pomes, tea, and alcoholic beverages making benzyl acetate a potential biomarker for the consumption of these foods. Benzyl acetate is used as a flavoring agent to impart jasmine or apple flavors to various cosmetics and personal care products like lotions, hair creams (https://doi.org/10.1016/B978-0-443-06241-4.00013-8).

CAS Number

140-11-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Acetic acid, benzyl ester	ChEBI
Acetic acid, phenylmethyl ester	ChEBI
Benzyl ethanoate	ChEBI
Phenylmethyl ethanoate	ChEBI
Acetate, benzyl ester	Generator
Acetate, phenylmethyl ester	Generator
Benzyl ethanoic acid	Generator
Phenylmethyl ethanoic acid	Generator
Benzyl acetic acid	Generator
(Acetoxymethyl)benzene	HMDB
acetato De bencilo	HMDB
Acetic acid benzyl ester	HMDB, MeSH
Acetic acid phenylmethyl ester	HMDB
alpha-Acetoxytoluene	HMDB
Benzyl acetate + glycine combination	HMDB
Benzyl ester OF acetic acid	HMDB
Benzylester kyseliny octove	HMDB
FEMA 2135	HMDB
Nchem.167-comp5	HMDB
Phenylmethyl acetate	HMDB
Plastolin I	HMDB
(14C)Benzyl acetate	MeSH, HMDB
Benzyl (1-14C)acetate	MeSH, HMDB
Benzyl (2-14C)acetate	MeSH, HMDB
(acetoxymethyl)benzene	biospider
α-acetoxytoluene	biospider
Acetato de bencilo	biospider
Alpha-acetoxytoluene	biospider
Benzyl ester of acetic acid	biospider
nchem.167-comp5	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.52 g/L	ALOGPS
logP	2.07	ALOGPS
logP	1.65	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Basic)	-7	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	42.03 m³·mol⁻¹	ChemAxon
Polarizability	16.03 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

benzyl acetate

InChI Identifier

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

InChI Key

QUKGYYKBILRGFE-UHFFFAOYSA-N

Isomeric SMILES

CC(=O)OCC1=CC=CC=C1

Average Molecular Weight

150.1745

Monoisotopic Molecular Weight

150.068079564

Classification

Description

Belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzyloxycarbonyls

Direct Parent

Benzyloxycarbonyls

Alternative Parents

Substituents

Benzyloxycarbonyl
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

acetate ester (CHEBI:52051 )
a small molecule (CPD-6501 )

Ontology

Ingestion

Biofluid and excreta:

Saliva

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 71.98%; H 6.71%; O 21.31%	DFC
Melting Point	-51.3 oC
Boiling Point	Bp102 134°	DFC
Experimental Water Solubility	3.1 mg/mL at 25 oC	CHEMICALS INSPECTION AND TESTING INSTITU (1992)
Experimental logP	1.96	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	d2525 1.05	DFC
Refractive Index	n25D 1.4994	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-052f-9400000000-2a4e82268df5cfb3e479	2014-09-20	View Spectrum
GC-MS	Benzyl acetate, non-derivatized, GC-MS Spectrum	splash10-052f-9500000000-cff0c394a1b0b3cc9207	Spectrum
GC-MS	Benzyl acetate, non-derivatized, GC-MS Spectrum	splash10-052f-9500000000-841f27b9e65e2ce89c1a	Spectrum
GC-MS	Benzyl acetate, non-derivatized, GC-MS Spectrum	splash10-052f-9400000000-623c61f61fdb6da2b8d5	Spectrum
GC-MS	Benzyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9200000000-25dd8e6faa7ec0169f6b	Spectrum
GC-MS	Benzyl acetate, non-derivatized, GC-MS Spectrum	splash10-052f-9500000000-cff0c394a1b0b3cc9207	Spectrum
GC-MS	Benzyl acetate, non-derivatized, GC-MS Spectrum	splash10-052f-9500000000-841f27b9e65e2ce89c1a	Spectrum
GC-MS	Benzyl acetate, non-derivatized, GC-MS Spectrum	splash10-052f-9400000000-623c61f61fdb6da2b8d5	Spectrum
GC-MS	Benzyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9200000000-25dd8e6faa7ec0169f6b	Spectrum
Predicted GC-MS	Benzyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9000000000-17b9d18d5fb4783325ba	Spectrum
Predicted GC-MS	Benzyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-000i-9700000000-abe92e96f1d84e65be70	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 35V, positive	splash10-000i-9000000000-c754ef385d6b93795a90	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0a4i-0900000000-75c07172980b788be9a7	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 35V, negative	splash10-0a4r-4900000000-530ce1ca47f4b6dd88eb	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9200000000-40a46bd1fe10e848be93	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0002-3900000000-f95214ead4fcf995cc2f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0002-3900000000-fcba2e2d876651267222	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-000i-9000000000-e01217d3d96977aead45	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0a4r-4900000000-a5cc39c53acb1a217941	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-035e3c3e1d8e79d12dd5	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0zfr-1900000000-20dbebba6e1a1e7b6b1b	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fr6-9200000000-12ccb23d1b98b40680b9	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-2900000000-498c774b4001661ce18f	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-3900000000-3edd7ab114803f4c05f7	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-002f-9200000000-9da2fbbe84ceded6d971	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6r-4900000000-72df46e2c6c70289affb	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056r-9700000000-fe550ab4d8eed595fcca	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-2e2f653a7e5f9110776f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9000000000-6d5d1d34807981036317	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-420694b18a259683f9c8	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-9000000000-61af7471e21d1a9ee868	2021-09-23	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

52051

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31310

CRC / DFC (Dictionary of Food Compounds) ID

CWL26-G:CWL26-G

EAFUS ID

310

Dr. Duke ID

BENZYL-ACETATE

BIGG ID

Not Available

KNApSAcK ID

C00035535

HET ID

J0Z

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
acaricide	22153	A substance used to destroy pests of the subclass Acari (mites and ticks).	DUKE
cardiotonic	38070	A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.	DUKE
emetic			DUKE
flavor	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE
hypotensive			DUKE
irritant			DUKE
laxative	50503	An agent that produces a soft formed stool, and relaxes and loosens the bowels, typically used over a protracted period, to relieve constipation. Compare with cathartic, which is a substance that accelerates defecation. A substances can be both a laxative and a cathartic.	DUKE
tumorigenic	50903	A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.	DUKE
varroacide			DUKE

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
fresh	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.
boiled vegetable	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
jasmine	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
apple	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
apricot	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
plum	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
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.
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
jasmin	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
boiledvegetable	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