Record Information
Version1.0
Creation date2010-04-08 22:04:48 UTC
Update date2015-07-20 21:37:09 UTC
Primary IDFDB001029
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameBenzyl salicylate
DescriptionIsol. from essential oils e.g. Dianthus caryophyllus, Populus, Primula spp. Fixative in perfumes and flavourings Benzyl salicylate is a salicylic acid benzyl ester, a chemical compound most frequently used in cosmetics. It appears as an almost colourless liquid and is rather faint or odorless in nature.
CAS Number118-58-1
Structure
Thumb
Synonyms
SynonymSource
2-Hydroxybenzoic acid, phenylmethyl esterbiospider
Benzoic acid, 2-hydroxy-, phenylmethyl esterbiospider
Benzyl 2-hydroxybenzoatebiospider
Benzyl o-hydroxybenzoatebiospider
Benzyl salicylatedb_source
Benzyl salicylic acidGenerator
Benzyle salicylatebiospider
FEMA 2151db_source
Phenylmethyl 2-hydroxybenzoatebiospider
Salicyclic acid benzyl esterbiospider
Salicyclic acid, benzyl esterbiospider
Salicylic acid, benzyl esterbiospider
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
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 KeyInChIKey=ZCTQGTTXIYCGGC-UHFFFAOYSA-N
Isomeric SMILESOC1=C(C=CC=C1)C(=O)OCC1=CC=CC=C1
Average Molecular Weight228
Monoisotopic Molecular Weight228
Classification
DescriptionThis compound belongs to the class of chemical entities known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group.
KingdomChemical entities
Super ClassOrganic compounds
ClassBenzenoids
Sub ClassBenzene and substituted 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
Physico-Chemical Properties - Experimental
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
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-002f-9020000000-f8a29c2088c5bdab3e78View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-f1bb87f256bac665a791View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9300000000-ea978c8f999b7c82ef8cView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0006-9500000000-2057479e73d11f493707View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004l-7390000000-1b68eaf022948e495e48View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9310000000-4df2d5af50c2b5620045View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-75fd5efee16fab949e19View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-2290000000-a8f183e8663a1f8f08c6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002o-9630000000-cc6aa4daf9fb04374883View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-efd816c92b753927d1bbView in MoNA
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
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).