Record Information
Version1.0
Creation Date2016-05-19 02:10:36 UTC
Update Date2016-11-09 01:09:41 UTC
Accession NumberCHEM006151
Identification
Common NameISOAMYL SALICYLATE
ClassSmall Molecule
DescriptionIsoamyl salicylate is found in alcoholic beverages. Isoamyl salicylate is isolated from fruit aromas. Also present in rum and black tea. Isoamyl salicylate is a flavouring agent.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • HPV EPA Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
Synonyms
ValueSource
Isoamyl salicylic acidGenerator
2-Hydroxybenzoic acid, 3-methylbutyl esterHMDB
3-Methylbutyl O-hydroxybenzoateHMDB
3-Methylbutyl salicylateHMDB
Benzoic acid, 2-hydroxy-, 3-methylbutyl esterHMDB
Benzoic acid, O-hydroxy, 3-methylbutyl esterHMDB
Isoamyl O-hydroxybenzoateHMDB
Isopentyl O-hydroxybenzoateHMDB
Isopentyl salicylateHMDB
Isopentyl-2-hydroxyphenyl methanoateHMDB
OrchideeHMDB
Salicylic acid, isopentyl esterHMDB
SanfoinHMDB
TrefleHMDB
TrefolHMDB
TressaneHMDB
3-Methylbutyl 2-hydroxybenzoic acidGenerator
Isoamyl salicylateMeSH
Chemical FormulaC12H16O3
Average Molecular Mass208.254 g/mol
Monoisotopic Mass208.110 g/mol
CAS Registry Number87-20-7
IUPAC Name3-methylbutyl 2-hydroxybenzoate
Traditional Name3-methylbutyl 2-hydroxybenzoate
SMILESCC(C)CCOC(=O)C1=CC=CC=C1O
InChI IdentifierInChI=1S/C12H16O3/c1-9(2)7-8-15-12(14)10-5-3-4-6-11(10)13/h3-6,9,13H,7-8H2,1-2H3
InChI KeyPMGCQNGBLMMXEW-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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.38 g/LALOGPS
logP3.44ALOGPS
logP3.93ChemAxon
logS-2.7ALOGPS
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
Refractivity58.49 m³·mol⁻¹ChemAxon
Polarizability23.11 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dl-9800000000-e932949ffff596a0e7a8Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dl-9600000000-5a35db6cf062e262bd0fSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-9700000000-e62a29f19910b38602dcSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dl-9800000000-e932949ffff596a0e7a8Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dl-9600000000-5a35db6cf062e262bd0fSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-9700000000-e62a29f19910b38602dcSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dl-8900000000-221dcc93cd4e631a6b26Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0006-7910000000-ca285106374821c7dff0Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ab9-5490000000-1a44be2d7c5cbd1859f4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9410000000-7a0e217d95aa026bd9c3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kml-9100000000-7898e32ef213461a0f5aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-4390000000-48cde09d2017c6869000Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052o-9820000000-4948a94706f178549d11Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-48773c923f8afdbfa8cdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052f-9070000000-c97178794593493ca4caSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9110000000-b5a678739c9679b6c0f3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-c24304b5660720a960edSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00fr-0920000000-972274e34fe69d12098eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-4900000000-bf7823578da1a19f182dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9300000000-35f8c7a337f718d6149dSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0040225
FooDB IDFDB019939
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID6612
ChEBI IDNot Available
PubChem Compound ID6874
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.