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Showing Compound Butyl salicylate (FDB020539)

Record Information
Version1.0
Creation date2010-04-08 22:15:06 UTC
Update date2019-11-26 03:19:05 UTC
Primary IDFDB020539
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameButyl salicylate
DescriptionButyl 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. Butyl salicylate is a clover, ethyl benzoate, and harsh tasting compound. Butyl salicylate has been detected, but not quantified in, fruits. This could make butyl salicylate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Butyl salicylate.
CAS Number2052-14-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Butyl salicylic acidGenerator
2-Hydroxy-benzoic acid, butyl esterHMDB
Benzoic acid, 2-hydroxy-, butyl esterHMDB
Benzoic acid, hydroxy-, butyl esterHMDB
BrunolHMDB
Butyl (2-hydroxyphenyl)formateHMDB
Butyl 2-hydroxybenzoateHMDB
Butyl hydroxybenzoateHMDB
Butyl O-hydroxybenzoateHMDB
FEMA 3650HMDB
N-Butyl O-hydroxybenzoateHMDB
N-Butyl salicylateHMDB
Salicylic acid N-butyl esterHMDB
Salicylic acid, butyl esterHMDB
Butyl 2-hydroxybenzoic acidGenerator
Butyl salicylateMeSH
Butyl o-hydroxybenzoatebiospider
N-butyl o-hydroxybenzoatebiospider
N-butyl salicylatebiospider
Salicylic acid n-butyl esterbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.54 g/LALOGPS
logP3.6ALOGPS
logP3.65ChemAxon
logS-2.6ALOGPS
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 Count5ChemAxon
Refractivity53.94 m³·mol⁻¹ChemAxon
Polarizability21.28 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H14O3
IUPAC namebutyl 2-hydroxybenzoate
InChI IdentifierInChI=1S/C11H14O3/c1-2-3-8-14-11(13)9-6-4-5-7-10(9)12/h4-7,12H,2-3,8H2,1H3
InChI KeyYFDUWSBGVPBWKF-UHFFFAOYSA-N
Isomeric SMILESCCCCOC(=O)C1=CC=CC=C1O
Average Molecular Weight194.2271
Monoisotopic Molecular Weight194.094294314
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
  • 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
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 68.02%; H 7.26%; O 24.71%DFC
Melting PointMp 6°DFC
Boiling PointBp12 131°DFC
Experimental Water SolubilityNot Available
Experimental logP4.63KORENMAN,YI & DANILOV,VN (1990)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSButyl salicylate, non-derivatized, GC-MS Spectrumsplash10-00di-5900000000-6067ba05f2403e53bd30Spectrum
GC-MSButyl salicylate, non-derivatized, GC-MS Spectrumsplash10-00di-3900000000-efe18a9589df0537f04fSpectrum
GC-MSButyl salicylate, non-derivatized, GC-MS Spectrumsplash10-00di-5900000000-8c363d7b843ec30dd80aSpectrum
GC-MSButyl salicylate, non-derivatized, GC-MS Spectrumsplash10-00di-4900000000-ecc73d6f1204d08019f2Spectrum
GC-MSButyl salicylate, non-derivatized, GC-MS Spectrumsplash10-00di-5900000000-6067ba05f2403e53bd30Spectrum
GC-MSButyl salicylate, non-derivatized, GC-MS Spectrumsplash10-00di-3900000000-efe18a9589df0537f04fSpectrum
GC-MSButyl salicylate, non-derivatized, GC-MS Spectrumsplash10-00di-5900000000-8c363d7b843ec30dd80aSpectrum
GC-MSButyl salicylate, non-derivatized, GC-MS Spectrumsplash10-00di-4900000000-ecc73d6f1204d08019f2Spectrum
Predicted GC-MSButyl salicylate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-4900000000-713f351b660137cec24aSpectrum
Predicted GC-MSButyl salicylate, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-4910000000-eedddc8abf5bc65b2136Spectrum
Predicted GC-MSButyl salicylate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-3900000000-89dec723070b6953f5bf2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ab9-9500000000-06c239abd3c9d21c1cf82016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zml-9200000000-65fd7d950aa3eb4d17352016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-2900000000-e55112850130e746463f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-7900000000-23cf4f0f58655781afc12016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-8ec988134670bd348c762016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00b9-0900000000-f424237b02a6eaaed2792021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-3900000000-702198017f16931141ed2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbc-9100000000-88309e8532eb7453570e2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-9800000000-3a7ddae028240a6979e52021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9200000000-153233321cd202ebac382021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-1af6aa42c36a403641262021-09-24View Spectrum
NMRNot Available
ChemSpider ID15495
ChEMBL IDCHEMBL2260713
KEGG Compound IDNot Available
Pubchem Compound ID16330
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB40730
CRC / DFC (Dictionary of Food Compounds) IDBLP36-T:MTK25-L
EAFUS ID431
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1013801
SuperScent IDNot Available
Wikipedia IDNot Available
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
harsh
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
clover
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
ethyl benzoate
  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