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Showing Compound 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
BenylateChEBI
BENZOIC ACID phenylmethylesterChEBI
Benzoic acid, benzyl esterChEBI
Benzoic acid, phenylmethyl esterChEBI
Phenylmethyl benzoateChEBI
Benylic acidGenerator
BENZOate phenylmethylesterGenerator
Benzoate, benzyl esterGenerator
Benzoate, phenylmethyl esterGenerator
Phenylmethyl benzoic acidGenerator
Benzyl benzoic acidGenerator
BenzanilMeSH, HMDB
NovoscabinMeSH, HMDB
BenzemulMeSH, HMDB
Benzylbenzoaat smeersel fnaMeSH, HMDB
AcarosanMeSH, HMDB
AnsarMeSH, HMDB
AcarilMeSH, HMDB
AntiscabiosumMeSH, HMDB
AscabiolMeSH, HMDB
1dzmbiospider
Ascabindb_source
Benylate (TN)biospider
Benzoic acid benzyl esterbiospider
Benzoic acid phenylmethylesterbiospider
Benzoic acid,benzyl esterbiospider
Benzyl 4-hydroxybenzoatebiospider
Benzyl alcohol benzoic esterbiospider
Benzyl benzenecarboxylatebiospider
Benzyl benzoate (JP15/USP)biospider
Benzyl benzoate [usan:jan]biospider
Benzyl benzoate, USANdb_source
Benzyl esterbiospider
Benzyl parahydroxybenzoatebiospider
Benzyl phenylformatebiospider
Benzylbenzenecarboxylatebiospider
Benzylbenzoatebiospider
Benzylester kyseliny benzoovebiospider
Benzyletsbiospider
Benzylis benzoasbiospider
Benzylparabenbiospider
Benzylum benzoicumbiospider
BZMbiospider
Colebenzbiospider
FEMA 2138db_source
Peruscabinbiospider
Peruscabinabiospider
Phenylmethyl (benzyl) esterbiospider
Scabagenbiospider
Scabancabiospider
Scabidebiospider
Scabiozonbiospider
Scabitoxbiospider
Scobenolbiospider
Spasmodinbiospider
Vanzoatedb_source
Venzoatebiospider
Venzonatebiospider
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
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 An agent that kills mites and ticks, used to control infestations and prevent diseases like scabies and tick-borne illnesses. Therapeutically, acaricides are applied topically or systemically to treat parasitic infections, reducing discomfort and preventing disease transmission. Key medical uses include treating acariasis, demodectic mange, and tick paralysis.DUKE
Allergenic50904 A substance that triggers an immune response, causing allergic reactions. Its biological role is to stimulate the immune system, but it has no therapeutic applications. Key medical uses include diagnosing allergies and developing immunotherapies to desensitize patients to specific allergens, reducing the risk of severe reactions.DUKE
Anti-asthmatic49167 An agent that relieves bronchospasm and inflammation, commonly used to manage asthma symptoms, chronic obstructive pulmonary disease (COPD), and other respiratory disorders, improving lung function and overall respiratory health.DUKE
Anti dysmenorrheic52217 An agent that alleviates menstrual cramp symptoms, reducing prostaglandin-induced uterine contractions. Therapeutically, it provides relief from dysmenorrhea, commonly used in managing primary dysmenorrhea and other menstrual disorders.DUKE
Anti-spasmodic52217 An agent that relaxes smooth muscle, reducing muscle spasms and cramps. It plays a biological role in regulating muscle tone and is therapeutically applied to treat conditions such as irritable bowel syndrome, menstrual cramps, and muscle spasms, providing relief from abdominal pain and discomfort.DUKE
Antitumor35610 An agent that inhibits tumor growth and proliferation, playing a crucial role in cancer treatment. Therapeutically, antitumors are used to manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, helping to reduce tumor size, prevent metastasis, and improve patient outcomes.DUKE
ArtemicideAn herbicidal agent that targets and eliminates weeds of the Artemisia genus, with potential therapeutic applications in allergy management and anti-inflammatory uses, particularly for conditions exacerbated by Artemisia allergens.DUKE
Central nervous system depressant35470 An agent that slows brain activity, reducing anxiety, stress, and excitability. Therapeutically, it's used to manage insomnia, seizures, and anxiety disorders, promoting relaxation and sedation. Key medical uses include treating insomnia, epilepsy, and panic disorders, as well as inducing anesthesia.DUKE
Central nervous system stimulant35470 An agent that increases alertness and activity by enhancing neurotransmitter release, used therapeutically to manage attention deficit hyperactivity disorder (ADHD), narcolepsy, and fatigue, and to improve cognitive function and mood.DUKE
Name48318 flavorDUKE
HypotensiveAn agent that lowers blood pressure, playing a biological role in regulating cardiovascular function. Therapeutically, it's used to manage hypertension, heart failure, and angina, with key medical applications in preventing stroke, kidney disease, and cardiac complications.DUKE
Insectifuge24852 A substance that repels insects, playing a biological role in plant defense. Therapeutically, it has applications in preventing insect-borne diseases. Key medical uses include topical repellents for malaria, dengue fever, and other vector-borne illnesses, reducing the risk of transmission.DUKE
IrritantAn agent that causes slight inflammation or discomfort, stimulating a biological response. Therapeutically, it can be used to increase blood flow or stimulate healing. Key medical uses include treating wounds, skin conditions, and respiratory issues, such as congestion, by inducing a mild inflammatory response to promote recovery.DUKE
MyorelaxantAn agent that reduces muscle contractility by blocking nerve impulses or decreasing motor end plate excitability, used therapeutically to relieve muscle spasms, tension, and pain, commonly in managing musculoskeletal disorders, anxiety, and insomnia.DUKE
Pediculicide38706 An agent that kills lice, used to treat infestations such as head lice, body lice, and pubic lice, reducing discomfort and preventing the spread of diseases like typhus and trench fever.DUKE
Pesticide25944 An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections.DUKE
Scabicide73333 An agent that kills mites, particularly scabies-causing Sarcoptes scabiei, reducing infestations and alleviating symptoms. Therapeutically, scabicides are used to treat scabies, mange, and other ectoparasitic infections, providing relief from itching, rash, and skin irritation.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).