Human Metabolome Database: Showing metabocard for Benzyl acetate (HMDB0031310)

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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

4.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:42:15 UTC

Update Date

2020-09-15 15:57:21 UTC

HMDB ID

HMDB0031310

Secondary Accession Numbers

HMDB31310

Metabolite Identification

Common Name

Benzyl acetate

Description

Benzyl acetate, also known as benzyl ethanoate or fema 2135, belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. Benzyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa). Benzyl acetate is a sweet, apple, and apricot tasting compound. Outside of the human body, Benzyl acetate is found, on average, in the highest concentration within sweet basils. Benzyl acetate has also been detected, but not quantified in, several different foods, such as figs, fruits, pomes, tea, and alcoholic beverages. This could make benzyl acetate a potential biomarker for the consumption of these foods. In females menstrual cycle disturbances, longer pregnancies, spontaneous abortions, stillbirths, and some developmental effects in offspring have been linked to organophosphate pesticide exposure. If the compound has entered the eyes, they should be washed with large quantities of isotonic saline or water. Benzyl acetate is a potentially toxic compound. Acute exposure to cholinesterase inhibitors can cause a cholinergic crisis characterized by severe nausea/vomiting, salivation, sweating, bradycardia, hypotension, collapse, and convulsions. Vomiting, drowiness, diarrhea, convulsions and burning sensation may result from ingestion or inhalation.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	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
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	HMDB
Benzyl (1-14C)acetate	HMDB
Benzyl (2-14C)acetate	HMDB

Chemical Formula

C₉H₁₀O₂

Average Molecular Weight

150.1745

Monoisotopic Molecular Weight

150.068079564

IUPAC Name

benzyl acetate

Traditional Name

benzyl acetate

CAS Registry Number

140-11-4

SMILES

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

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

Chemical Taxonomy

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

Physical Properties

State

Liquid

Experimental Properties

Property	Value	Reference
Melting Point	-51.3 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	3.1 mg/mL at 25 °C	Not Available
LogP	1.96	Not Available

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

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052f-9500000000-cff0c394a1b0b3cc9207	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052f-9500000000-841f27b9e65e2ce89c1a	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052f-9400000000-623c61f61fdb6da2b8d5	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9200000000-25dd8e6faa7ec0169f6b	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052f-9500000000-cff0c394a1b0b3cc9207	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052f-9500000000-841f27b9e65e2ce89c1a	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052f-9400000000-623c61f61fdb6da2b8d5	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9200000000-25dd8e6faa7ec0169f6b	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-17b9d18d5fb4783325ba	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-000i-9700000000-abe92e96f1d84e65be70	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 35V, positive	splash10-000i-9000000000-c754ef385d6b93795a90	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0a4i-0900000000-75c07172980b788be9a7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 35V, negative	splash10-0a4r-4900000000-530ce1ca47f4b6dd88eb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-035e3c3e1d8e79d12dd5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0zfr-1900000000-20dbebba6e1a1e7b6b1b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fr6-9200000000-12ccb23d1b98b40680b9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-2900000000-498c774b4001661ce18f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-3900000000-3edd7ab114803f4c05f7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-002f-9200000000-9da2fbbe84ceded6d971	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-052f-9400000000-2a4e82268df5cfb3e479	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	24421258	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	20809147	details