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Benzyl benzoate (FDB012844)

Record Information
Version1.0
Creation date2010-04-08 22:10:23 UTC
Update date2020-09-17 15:39:55 UTC
Primary IDFDB012844
Secondary Accession Numbers
  • FDB030692
Chemical Information
FooDB NameBenzyl benzoate
DescriptionBenzyl 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 Number120-51-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.02 g/LALOGPS
logP3.43ALOGPS
logP3.7ChemAxon
logS-4ALOGPS
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity62.7 m³·mol⁻¹ChemAxon
Polarizability22.85 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC14H12O2
IUPAC namebenzyl benzoate
InChI IdentifierInChI=1S/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H2
InChI KeySESFRYSPDFLNCH-UHFFFAOYSA-N
Isomeric SMILESO=C(OCC1=CC=CC=C1)C1=CC=CC=C1
Average Molecular Weight212.2439
Monoisotopic Molecular Weight212.083729628
Classification
Description Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzoic 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 FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 79.23%; H 5.70%; O 15.08%DFC
Melting PointMp 21° (19.5°)DFC
Boiling PointBp0.1 80-82°DFC
Experimental Water SolubilityNot Available
Experimental logP3.97HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd18 1.11DFC
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-9600000000-053d8df1e84bfa72c807Spectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-7920000000-b0cd2b3fa8283d974d76Spectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4l-9810000000-7d82df2148f364364d37Spectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-9810000000-e3b80444bd7ae9437590Spectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-3930000000-fa4d81201ce0caa8539cSpectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-5910000000-c5210f9077b94a2f81e1Spectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-056r-9300000000-b15752c1190b0242b115Spectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-7920000000-e4f7251f775b85f6af09Spectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4l-9610000000-37d8d16fbb06548d4614Spectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-4920000000-a552e18b70960ed092beSpectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-9720000000-f05c57dce7b414894a2eSpectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-9600000000-053d8df1e84bfa72c807Spectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-7920000000-b0cd2b3fa8283d974d76Spectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4l-9810000000-7d82df2148f364364d37Spectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-9810000000-e3b80444bd7ae9437590Spectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-3930000000-fa4d81201ce0caa8539cSpectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-5910000000-c5210f9077b94a2f81e1Spectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-056r-9300000000-b15752c1190b0242b115Spectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-7920000000-e4f7251f775b85f6af09Spectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4l-9610000000-37d8d16fbb06548d4614Spectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-4920000000-a552e18b70960ed092beSpectrum
GC-MSBenzyl benzoate, non-derivatized, GC-MS Spectrumsplash10-0a4i-9720000000-f05c57dce7b414894a2eSpectrum
Predicted GC-MSBenzyl benzoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9000000000-5f1ad29b0d2e8f8a42c7Spectrum
Predicted GC-MSBenzyl benzoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - ESI-QFT 14V, positivesplash10-0006-0910000000-6b126db6e8a8cd28cc922020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 19V, positivesplash10-01pp-1900000000-fc4ec954deb254aebe432020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 27V, positivesplash10-0gwb-3900000000-fa65eef00b7716b973cb2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 14V, positivesplash10-03di-2950000000-d7a69cff0ba48077d60a2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 19V, positivesplash10-0ik9-4920000000-7a2f3c483012572a195f2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 27V, positivesplash10-1009-7900000000-35c5b4005999dda19e872020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap 35V, positivesplash10-00di-0900000000-bb3de5861ac8095ebd912020-07-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-5490000000-15fa8c981873e04a41042015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9410000000-dd2fad4669879cae9bab2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9400000000-ed36c8093ac8fb2fcec92015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-1290000000-9376f66197b6ec97a0652015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0hb9-5940000000-0cd238ce8d207b3f089f2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9500000000-3b482d60ff1be3b17be12015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-5490000000-15fa8c981873e04a41042015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9410000000-dd2fad4669879cae9bab2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9400000000-ed36c8093ac8fb2fcec92015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-1290000000-9376f66197b6ec97a0652015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0hb9-5940000000-0cd238ce8d207b3f089f2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9500000000-3b482d60ff1be3b17be12015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9030000000-c8f25150658dafafac5b2021-10-11View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9100000000-ee4b5bc3c77dd45eeb372021-10-11View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9200000000-3519e8277ebf32f229212021-10-11View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0090000000-3436b87f373d7fbcaf9c2021-10-11View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0bt9-4970000000-0f6a4e5911bddfc1a7502021-10-11View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9600000000-434b30b8e7982413b5fb2021-10-11View Spectrum
NMRNot Available
ChemSpider ID13856959
ChEMBL IDCHEMBL1239
KEGG Compound IDC12537
Pubchem Compound ID2345
Pubchem Substance IDNot Available
ChEBI ID41237
Phenol-Explorer IDNot Available
DrugBank IDDB00676
HMDB IDHMDB14814
CRC / DFC (Dictionary of Food Compounds) IDDVN38-Z:HMJ85-Y
EAFUS ID313
Dr. Duke IDBENZOIC ACID BENZYL ESTER|BENZYL-BENZOATE
BIGG IDNot Available
KNApSAcK IDC00019221
HET IDBZM
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID120-51-4
GoodScent IDrw1001671
SuperScent ID2345
Wikipedia IDBenzyl_benzoate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
acaricide22153 A substance used to destroy pests of the subclass Acari (mites and ticks).DUKE
allergenic50904 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 asthmatic49167 A drug used to treat asthma.DUKE
anti dysmenorrheic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti spasmodic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
antitumor35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
artemicideDUKE
central nervous system depressant35470 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system.DUKE
central nervous system stimulant35470 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system.DUKE
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
hypotensiveDUKE
insectifuge24852 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
irritantDUKE
myorelaxantDUKE
pediculicide38706 Substance used to treat lice (genus Pediculus) infestation.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
scabicide73333 An acaricide that kills mites of the genus Sarcoptes.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
balsamic
  1. 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
  1. 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
  1. 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
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
cherry
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
pineapple
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
strawberry
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
almond
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
faint
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
balsam
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
oily
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).