Showing Compound Benzyl benzoate (FDB012844)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:23 UTC

Update date

2020-09-17 15:39:55 UTC

Primary ID

FDB012844

Secondary Accession Numbers

FDB030692

Chemical Information

FooDB Name

Benzyl benzoate

Description

Benzyl Benzoate, also known as benylate or benylic acid, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Benzyl Benzoate is a drug which is used to kill lice and the mites responsible for the skin condition scabies. Benzyl Benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa). Benzyl Benzoate is a faint, sweet, and almond tasting compound. Outside of the human body, Benzyl Benzoate is found, on average, in the highest concentration within ceylon cinnamons. Benzyl Benzoate has also been detected, but not quantified in, several different foods, such as chinese chestnuts, highbush blueberries, bayberries, horseradish tree, and tinda. This could make benzyl benzoate a potential biomarker for the consumption of these foods.

CAS Number

120-51-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Benylate	ChEBI
BENZOIC ACID phenylmethylester	ChEBI
Benzoic acid, benzyl ester	ChEBI
Benzoic acid, phenylmethyl ester	ChEBI
Phenylmethyl benzoate	ChEBI
Benylic acid	Generator
BENZOate phenylmethylester	Generator
Benzoate, benzyl ester	Generator
Benzoate, phenylmethyl ester	Generator
Phenylmethyl benzoic acid	Generator
Benzyl benzoic acid	Generator
Benzanil	HMDB
Novoscabin	HMDB
Benzemul	HMDB
Benzylbenzoaat smeersel fna	HMDB
Acarosan	HMDB
Ansar	HMDB
Acaril	HMDB
Antiscabiosum	HMDB
Ascabiol	HMDB
1dzm	biospider
Ascabin	db_source
Benylate (TN)	biospider
Benzoic acid benzyl ester	biospider
Benzoic acid phenylmethylester	biospider
Benzoic acid,benzyl ester	biospider
Benzyl 4-hydroxybenzoate	biospider
Benzyl alcohol benzoic ester	biospider
Benzyl benzenecarboxylate	biospider
Benzyl benzoate (JP15/USP)	biospider
Benzyl benzoate [usan:jan]	biospider
Benzyl benzoate, USAN	db_source
Benzyl ester	biospider
Benzyl parahydroxybenzoate	biospider
Benzyl phenylformate	biospider
Benzylbenzenecarboxylate	biospider
Benzylbenzoate	biospider
Benzylester kyseliny benzoove	biospider
Benzylets	biospider
Benzylis benzoas	biospider
Benzylparaben	biospider
Benzylum benzoicum	biospider
BZM	biospider
Colebenz	biospider
FEMA 2138	db_source
Peruscabin	biospider
Peruscabina	biospider
Phenylmethyl (benzyl) ester	biospider
Scabagen	biospider
Scabanca	biospider
Scabide	biospider
Scabiozon	biospider
Scabitox	biospider
Scobenol	biospider
Spasmodin	biospider
Vanzoate	db_source
Venzoate	biospider
Venzonate	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.02 g/L	ALOGPS
logP	3.43	ALOGPS
logP	3.7	ChemAxon
logS	-4	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	62.7 m³·mol⁻¹	ChemAxon
Polarizability	22.85 Å³	ChemAxon
Number of Rings	2	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

C14H12O2

IUPAC name

benzyl benzoate

InChI Identifier

InChI=1S/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H2

InChI Key

SESFRYSPDFLNCH-UHFFFAOYSA-N

Isomeric SMILES

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

Average Molecular Weight

212.2439

Monoisotopic Molecular Weight

212.083729628

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

Benzyloxycarbonyl
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:41237 )
a small molecule (CPD-6443 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant:

Animal

Biological location:

Subcellular:

Biofluid and excreta:

Role

Industrial application:

Drug

Pharmaceutical industry:

Pharmaceutical

Household products:

Pesticide:

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 79.23%; H 5.70%; O 15.08%	DFC
Melting Point	Mp 21° (19.5°)	DFC
Boiling Point	Bp0.1 80-82°	DFC
Experimental Water Solubility	Not Available
Experimental logP	3.97	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	d18 1.11	DFC
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-9600000000-053d8df1e84bfa72c807	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-7920000000-b0cd2b3fa8283d974d76	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4l-9810000000-7d82df2148f364364d37	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-9810000000-e3b80444bd7ae9437590	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-3930000000-fa4d81201ce0caa8539c	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-5910000000-c5210f9077b94a2f81e1	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-056r-9300000000-b15752c1190b0242b115	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-7920000000-e4f7251f775b85f6af09	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4l-9610000000-37d8d16fbb06548d4614	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-4920000000-a552e18b70960ed092be	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-9720000000-f05c57dce7b414894a2e	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-9600000000-053d8df1e84bfa72c807	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-7920000000-b0cd2b3fa8283d974d76	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4l-9810000000-7d82df2148f364364d37	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-9810000000-e3b80444bd7ae9437590	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-3930000000-fa4d81201ce0caa8539c	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-5910000000-c5210f9077b94a2f81e1	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-056r-9300000000-b15752c1190b0242b115	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-7920000000-e4f7251f775b85f6af09	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4l-9610000000-37d8d16fbb06548d4614	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-4920000000-a552e18b70960ed092be	Spectrum
GC-MS	Benzyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-9720000000-f05c57dce7b414894a2e	Spectrum
Predicted GC-MS	Benzyl benzoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9000000000-5f1ad29b0d2e8f8a42c7	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - ESI-QFT 14V, positive	splash10-0006-0910000000-6b126db6e8a8cd28cc92	Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-QFT 19V, positive	splash10-01pp-1900000000-fc4ec954deb254aebe43	Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-QFT 27V, positive	splash10-0gwb-3900000000-fa65eef00b7716b973cb	Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-QFT 14V, positive	splash10-03di-2950000000-d7a69cff0ba48077d60a	Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-QFT 19V, positive	splash10-0ik9-4920000000-7a2f3c483012572a195f	Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-QFT 27V, positive	splash10-1009-7900000000-35c5b4005999dda19e87	Spectrum
MS/MS	LC-MS/MS Spectrum - Linear Ion Trap 35V, positive	splash10-00di-0900000000-bb3de5861ac8095ebd91	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dl-5490000000-15fa8c981873e04a4104	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9410000000-dd2fad4669879cae9bab	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9400000000-ed36c8093ac8fb2fcec9	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-1290000000-9376f66197b6ec97a065	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0hb9-5940000000-0cd238ce8d207b3f089f	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9500000000-3b482d60ff1be3b17be1	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dl-5490000000-15fa8c981873e04a4104	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9410000000-dd2fad4669879cae9bab	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9400000000-ed36c8093ac8fb2fcec9	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-1290000000-9376f66197b6ec97a065	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0hb9-5940000000-0cd238ce8d207b3f089f	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9500000000-3b482d60ff1be3b17be1	Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

41237

Phenol-Explorer ID

Not Available

DrugBank ID

DB00676

HMDB ID

HMDB14814

CRC / DFC (Dictionary of Food Compounds) ID

DVN38-Z:HMJ85-Y

EAFUS ID

313

Dr. Duke ID

BENZOIC ACID BENZYL ESTER|BENZYL-BENZOATE

BIGG ID

Not Available

KNApSAcK ID

C00019221

HET ID

BZM

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
allergenic	50904	A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.	DUKE
anti asthmatic	49167	A drug used to treat asthma.	DUKE
anti dysmenorrheic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anti spasmodic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
antitumor	35610	A substance that inhibits or prevents the proliferation of neoplasms.	DUKE
artemicide			DUKE
central nervous system depressant	35470	A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system.	DUKE
central nervous system stimulant	35470	A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system.	DUKE
flavor	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE
hypotensive			DUKE
insectifuge	24852	Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.	DUKE
irritant			DUKE
myorelaxant			DUKE
pediculicide	38706	Substance used to treat lice (genus Pediculus) infestation.	DUKE
pesticide	25944	Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.	DUKE
scabicide	73333	An acaricide that kills mites of the genus Sarcoptes.	DUKE

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
balsamic	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
oil	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
herb	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
cheese	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
pineapple	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
almond	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
faint	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.
balsam	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
oily	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.