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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:32:49 UTC
Update Date2021-10-13 06:03:20 UTC
HMDB IDHMDB0029817
Secondary Accession Numbers
  • HMDB29817
Metabolite Identification
Common NameEthyl salicylate
DescriptionEthyl salicylate, also known as fema 2458 or mesotol, 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. Ethyl salicylate is a sweet, balsam, and floral tasting compound. Ethyl salicylate has been detected, but not quantified, in several different foods, such as evergreen blackberries, alcoholic beverages, black elderberries, garden tomato, and fruits. Ethyl salicylate is the ester formed by the condensation of salicylic acid and ethanol. It is a clear liquid that is sparingly soluble in water, but soluble in alcohol and ether. It has a pleasant odor resembling wintergreen and is used in perfumery and artificial flavors.
Structure
Data?1582753469
Synonyms
ValueSource
Ethyl salicylic acidGenerator
2-Hydroxybenzoic acid ethyl esterHMDB
2-Hydroxyethylbenzoic acidHMDB
Benzoic acid, 2-hydroxy-, ethyl esterHMDB
Benzoic acid, hydroxy-, ethyl esterHMDB
Ethyl 2-hydroxybenzoateHMDB
Ethyl hydroxybenzoateHMDB
Ethyl O-hydroxybenzoateHMDB
Ethyl salicyclateHMDB
FEMA 2458HMDB
MesotolHMDB
Methyl 2-hydroxybenzoateHMDB
Methyl salicylateHMDB
O-(Ethoxycarbonyl)phenolHMDB
Sal etherHMDB
Sal ethylHMDB
Salicyclic acid, ethyl esterHMDB
Salicylic acid, ethyl esterHMDB
Salicylic etherHMDB
Salicylic ethyl esterHMDB
SalotanHMDB
SalstanHMDB
Ethyl 2-hydroxybenzoic acidGenerator, HMDB
Ethyl salicylateMeSH
2-CarboethoxyphenolHMDB
2-EthoxycarbonylphenolHMDB
Ethyl o-hydroxybenzoateHMDB
o-(Ethoxycarbonyl)phenolHMDB
o-Hydroxybenzoic acid ethyl esterHMDB
Chemical FormulaC9H10O3
Average Molecular Weight166.1739
Monoisotopic Molecular Weight166.062994186
IUPAC Nameethyl 2-hydroxybenzoate
Traditional Nameethyl salicylate
CAS Registry Number118-61-6
SMILES
CCOC(=O)C1=C(O)C=CC=C1
InChI Identifier
InChI=1S/C9H10O3/c1-2-12-9(11)7-5-3-4-6-8(7)10/h3-6,10H,2H2,1H3
InChI KeyGYCKQBWUSACYIF-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
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point1.3 °CNot Available
Boiling Point233.00 to 235.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility737.1 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.95Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.07 g/LALOGPS
logP10(2.76) g/LALOGPS
logP10(2.68) g/LChemAxon
logS10(-1.7) g/LALOGPS
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 Count3ChemAxon
Refractivity44.81 m³·mol⁻¹ChemAxon
Polarizability16.81 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]+137.02231661259
DarkChem[M-H]-134.0431661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ethyl salicylateCCOC(=O)C1=C(O)C=CC=C11975.6Standard polar33892256
Ethyl salicylateCCOC(=O)C1=C(O)C=CC=C11316.6Standard non polar33892256
Ethyl salicylateCCOC(=O)C1=C(O)C=CC=C11312.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ethyl salicylate,1TMS,isomer #1CCOC(=O)C1=CC=CC=C1O[Si](C)(C)C1476.6Semi standard non polar33892256
Ethyl salicylate,1TBDMS,isomer #1CCOC(=O)C1=CC=CC=C1O[Si](C)(C)C(C)(C)C1693.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Ethyl salicylate EI-B (Non-derivatized)splash10-00di-5900000000-f5eb6e8bd07e0d7340602017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl salicylate EI-B (Non-derivatized)splash10-00xu-8900000000-86cbf27957a874eacf482017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl salicylate EI-B (Non-derivatized)splash10-00di-6900000000-8e32263351a87a3cac482017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl salicylate EI-B (Non-derivatized)splash10-00di-5900000000-f5eb6e8bd07e0d7340602018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl salicylate EI-B (Non-derivatized)splash10-00xu-8900000000-86cbf27957a874eacf482018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl salicylate EI-B (Non-derivatized)splash10-00di-6900000000-8e32263351a87a3cac482018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl salicylate GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-3900000000-76416e68288f87d1b2fb2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl salicylate GC-MS (1 TMS) - 70eV, Positivesplash10-0006-3910000000-3ab2317224cf5004c30d2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl salicylate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl salicylate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-00di-6900000000-fbc256a2ef3e0b3ff3bb2015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl salicylate 10V, Positive-QTOFsplash10-014i-0900000000-c9c4fa6ec7edfa49b61d2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl salicylate 20V, Positive-QTOFsplash10-00xr-1900000000-ab4e08dfd3db7c5f59f32015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl salicylate 40V, Positive-QTOFsplash10-0uk9-9300000000-2532177974c69b27ce912015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl salicylate 10V, Negative-QTOFsplash10-014i-2900000000-040861e4eb1b3cfbb0ae2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl salicylate 20V, Negative-QTOFsplash10-014l-5900000000-b6232bbfa2f557c2f19e2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl salicylate 40V, Negative-QTOFsplash10-0006-9100000000-9c55ed111643f19b1e962015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl salicylate 10V, Negative-QTOFsplash10-014i-1900000000-7f718c27c84b2f6b4fdb2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl salicylate 20V, Negative-QTOFsplash10-0006-9400000000-903c0dea5a38deb541262021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl salicylate 40V, Negative-QTOFsplash10-0006-9000000000-a52f07348114f58d4ae02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl salicylate 10V, Positive-QTOFsplash10-00di-1900000000-94ae43f33f856090e94c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl salicylate 20V, Positive-QTOFsplash10-00dl-7900000000-b68bae8ef0f425dfe6f52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl salicylate 40V, Positive-QTOFsplash10-006x-9300000000-9bb5545b3b4131fca7c82021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Campylobacter jejuni infection
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Clostridium difficile infection
details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB001028
KNApSAcK IDC00030767
Chemspider ID21105897
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkEthyl salicylate
METLIN IDNot Available
PubChem Compound8365
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1001561
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .