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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:18:27 UTC
Update Date2023-02-21 17:28:27 UTC
HMDB IDHMDB0040730
Secondary Accession Numbers
  • HMDB40730
Metabolite Identification
Common 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.
Structure
Data?1677000507
Synonyms
ValueSource
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
Chemical FormulaC11H14O3
Average Molecular Weight194.2271
Monoisotopic Molecular Weight194.094294314
IUPAC Namebutyl 2-hydroxybenzoate
Traditional Namebutyl 2-hydroxybenzoate
CAS Registry Number2052-14-4
SMILES
CCCCOC(=O)C1=CC=CC=C1O
InChI Identifier
InChI=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
Chemical Taxonomy
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
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point6 °CNot Available
Boiling Point271.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility19.8 mg/L @ 25 °C (exp)The Good Scents Company Information System
LogP4.63Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+144.431661259
DarkChem[M-H]-140.35531661259
DeepCCS[M+H]+147.25230932474
DeepCCS[M-H]-143.9330932474
DeepCCS[M-2H]-180.930932474
DeepCCS[M+Na]+156.34330932474
AllCCS[M+H]+144.032859911
AllCCS[M+H-H2O]+140.032859911
AllCCS[M+NH4]+147.732859911
AllCCS[M+Na]+148.832859911
AllCCS[M-H]-145.832859911
AllCCS[M+Na-2H]-146.632859911
AllCCS[M+HCOO]-147.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Butyl salicylateCCCCOC(=O)C1=CC=CC=C1O2178.2Standard polar33892256
Butyl salicylateCCCCOC(=O)C1=CC=CC=C1O1516.6Standard non polar33892256
Butyl salicylateCCCCOC(=O)C1=CC=CC=C1O1511.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Butyl salicylate,1TMS,isomer #1CCCCOC(=O)C1=CC=CC=C1O[Si](C)(C)C1649.7Semi standard non polar33892256
Butyl salicylate,1TBDMS,isomer #1CCCCOC(=O)C1=CC=CC=C1O[Si](C)(C)C(C)(C)C1871.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Butyl salicylate EI-B (Non-derivatized)splash10-00di-5900000000-6067ba05f2403e53bd302017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Butyl salicylate EI-B (Non-derivatized)splash10-00di-3900000000-efe18a9589df0537f04f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Butyl salicylate EI-B (Non-derivatized)splash10-00di-5900000000-8c363d7b843ec30dd80a2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Butyl salicylate EI-B (Non-derivatized)splash10-00di-4900000000-ecc73d6f1204d08019f22017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Butyl salicylate EI-B (Non-derivatized)splash10-00di-5900000000-6067ba05f2403e53bd302018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Butyl salicylate EI-B (Non-derivatized)splash10-00di-3900000000-efe18a9589df0537f04f2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Butyl salicylate EI-B (Non-derivatized)splash10-00di-5900000000-8c363d7b843ec30dd80a2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Butyl salicylate EI-B (Non-derivatized)splash10-00di-4900000000-ecc73d6f1204d08019f22018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Butyl salicylate GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-4900000000-713f351b660137cec24a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Butyl salicylate GC-MS (1 TMS) - 70eV, Positivesplash10-0006-4910000000-eedddc8abf5bc65b21362017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Butyl salicylate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl salicylate 10V, Positive-QTOFsplash10-0002-3900000000-89dec723070b6953f5bf2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl salicylate 20V, Positive-QTOFsplash10-0ab9-9500000000-06c239abd3c9d21c1cf82016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl salicylate 40V, Positive-QTOFsplash10-0zml-9200000000-65fd7d950aa3eb4d17352016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl salicylate 10V, Negative-QTOFsplash10-0006-2900000000-e55112850130e746463f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl salicylate 20V, Negative-QTOFsplash10-000f-7900000000-23cf4f0f58655781afc12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl salicylate 40V, Negative-QTOFsplash10-0006-9100000000-8ec988134670bd348c762016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl salicylate 10V, Positive-QTOFsplash10-00b9-0900000000-f424237b02a6eaaed2792021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl salicylate 20V, Positive-QTOFsplash10-00di-3900000000-702198017f16931141ed2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl salicylate 40V, Positive-QTOFsplash10-0gbc-9100000000-88309e8532eb7453570e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl salicylate 10V, Negative-QTOFsplash10-0006-9800000000-3a7ddae028240a6979e52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl salicylate 20V, Negative-QTOFsplash10-0006-9200000000-153233321cd202ebac382021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl salicylate 40V, Negative-QTOFsplash10-0006-9000000000-1af6aa42c36a403641262021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB020539
KNApSAcK IDC00054077
Chemspider ID15495
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16330
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1013802
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .