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Showing Compound Benzyl salicylate (FDB001029)

Record Information
Version1.0
Creation date2010-04-08 22:04:48 UTC
Update date2020-02-24 19:10:18 UTC
Primary IDFDB001029
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameBenzyl salicylate
DescriptionBenzyl salicylate belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group. Benzyl salicylate is a sweet, balsam, and clean tasting compound. Benzyl salicylate has been detected, but not quantified in, cloves (Syzygium aromaticum) and herbs and spices. This could make benzyl salicylate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Benzyl salicylate.
CAS Number118-58-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Benzyl salicylic acidGenerator
2-Hydroxybenzoic acid, phenylmethyl esterHMDB
Benzoic acid, 2-hydroxy-, phenylmethyl esterHMDB
Benzyl 2-hydroxybenzoateHMDB
Benzyl O-hydroxybenzoateHMDB
Benzyle salicylateHMDB
FEMA 2151HMDB
Phenylmethyl 2-hydroxybenzoateHMDB
Salicyclic acid benzyl esterHMDB
Salicyclic acid, benzyl esterHMDB
Salicylic acid, benzyl esterHMDB
Benzyl 2-hydroxybenzoic acidGenerator
Benzyl salicylateMeSH
Benzyl o-hydroxybenzoatebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP3.66ALOGPS
logP4.05ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)9.72ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity64.68 m³·mol⁻¹ChemAxon
Polarizability23.66 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC14H12O3
IUPAC namebenzyl 2-hydroxybenzoate
InChI IdentifierInChI=1S/C14H12O3/c15-13-9-5-4-8-12(13)14(16)17-10-11-6-2-1-3-7-11/h1-9,15H,10H2
InChI KeyZCTQGTTXIYCGGC-UHFFFAOYSA-N
Isomeric SMILESOC1=C(C=CC=C1)C(=O)OCC1=CC=CC=C1
Average Molecular Weight228.2433
Monoisotopic Molecular Weight228.07864425
Classification
Description Belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct Parento-Hydroxybenzoic acid esters
Alternative Parents
Substituents
  • O-hydroxybenzoic acid ester
  • Benzyloxycarbonyl
  • Salicylic acid or derivatives
  • Benzoyl
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Vinylogous acid
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 73.67%; H 5.30%; O 21.03%DFC
Melting PointMp 23.4°DFC
Boiling PointBp10 186-188°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 1.18DFC
Refractive Indexn20D 1.5805DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSBenzyl salicylate, non-derivatized, GC-MS Spectrumsplash10-002f-9020000000-f8a29c2088c5bdab3e78Spectrum
GC-MSBenzyl salicylate, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-f1bb87f256bac665a791Spectrum
GC-MSBenzyl salicylate, non-derivatized, GC-MS Spectrumsplash10-002f-9020000000-f8a29c2088c5bdab3e78Spectrum
GC-MSBenzyl salicylate, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-f1bb87f256bac665a791Spectrum
Predicted GC-MSBenzyl salicylate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-006x-9300000000-ea978c8f999b7c82ef8cSpectrum
Predicted GC-MSBenzyl salicylate, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9500000000-2057479e73d11f493707Spectrum
Predicted GC-MSBenzyl salicylate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-002r-0970000000-092256d864de5333c7eb2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-000i-1920000000-941449ab5809b96738152021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-0k92-9800000000-0b1d0cd1020bc374ef162021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-0zfs-6900000000-93f829ad7e33b844cc332021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-004i-0390000000-ad3de2dd08a0f74845ef2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0ufr-0950000000-ea5bd45203af17e711b62021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-0udi-1900000000-48db7eadcf37ffb5cfc72021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-0udi-0900000000-19830cc271e0ceb7a4a72021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-052b-9800000000-472c239f18c11d2aee7b2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-000j-4900000000-75374eef08d94124efab2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-052b-9600000000-0d8ef15260a308fa0fbd2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-052b-9600000000-6ba0f9d07240e619ec872021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004l-7390000000-1b68eaf022948e495e482016-06-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9310000000-4df2d5af50c2b56200452016-06-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-75fd5efee16fab949e192016-06-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-2290000000-a8f183e8663a1f8f08c62016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002o-9630000000-cc6aa4daf9fb043748832016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-efd816c92b753927d1bb2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-1090000000-3116bf111b9e643da9262021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-054o-9300000000-6c39e1952ed1e9788d202021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-f165937fc20d39fca3e22021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00fr-2950000000-2744ebd279893cb34b042021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006x-9610000000-cbd65b232617f9d1e6d02021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9700000000-82cad6c952fb0506dda22021-09-25View Spectrum
NMRNot Available
ChemSpider ID8060
ChEMBL IDCHEMBL460124
KEGG Compound IDNot Available
Pubchem Compound ID8363
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29818
CRC / DFC (Dictionary of Food Compounds) IDBLP36-T:BQN48-X
EAFUS ID334
Dr. Duke IDSALICYLIC ACID BENZYL ESTER
BIGG IDNot Available
KNApSAcK IDC00035059
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1001791
SuperScent IDNot Available
Wikipedia IDBenzyl_salicylate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
balsam
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
clean
  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.
oily
  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.
Files
MSDSNot Available
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).