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Showing Compound Isobutyl salicylate (FDB015319)

Record Information
Version1.0
Creation date2010-04-08 22:11:46 UTC
Update date2015-07-20 23:16:47 UTC
Primary IDFDB015319
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameIsobutyl salicylate
DescriptionIsobutyl 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. Isobutyl salicylate is a bitter, clover, and floral tasting compound. Based on a literature review very few articles have been published on Isobutyl salicylate.
CAS Number87-19-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Isobutyl salicylic acidGenerator
2-IsobutoxycarbonylphenolHMDB
2-Methyl-1-propyl salicylateHMDB
2-Methylpropyl 2-hydroxybenzoateHMDB
2-Methylpropyl O-hydroxybenzoateHMDB
2-Methylpropyl salicylateHMDB
Benzoic acid, 2-hydroxy-, 2-methylpropyl esterHMDB
FEMA 2213HMDB
Isobutyl O-hydroxybenzoateHMDB
OrchindoneHMDB
Salicylic acid, isobutyl esterHMDB
2-Methylpropyl 2-hydroxybenzoic acidGenerator
Isobutyl salicylateMeSH
2-Methylpropyl o-hydroxybenzoatebiospider
2-methylpropyl salicylatebiospider
Isobutyl o-hydroxybenzoatebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.54 g/LALOGPS
logP3.32ALOGPS
logP3.57ChemAxon
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 Count4ChemAxon
Refractivity53.81 m³·mol⁻¹ChemAxon
Polarizability21.01 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H14O3
IUPAC name2-methylpropyl 2-hydroxybenzoate
InChI IdentifierInChI=1S/C11H14O3/c1-8(2)7-14-11(13)9-5-3-4-6-10(9)12/h3-6,8,12H,7H2,1-2H3
InChI KeyPTXDBYSCVQQBNF-UHFFFAOYSA-N
Isomeric SMILESCC(C)COC(=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

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 PointBp20 142-143°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd25 1.07DFC
Refractive Indexn25D 1.5075DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSIsobutyl salicylate, non-derivatized, GC-MS Spectrumsplash10-00di-5900000000-858c13ec812ab5cbdca8Spectrum
GC-MSIsobutyl salicylate, non-derivatized, GC-MS Spectrumsplash10-00di-3900000000-4795995c976db79c7332Spectrum
GC-MSIsobutyl salicylate, non-derivatized, GC-MS Spectrumsplash10-00di-5900000000-196c123516f5814e3d7cSpectrum
GC-MSIsobutyl salicylate, non-derivatized, GC-MS Spectrumsplash10-00di-5900000000-246d919341a3efd623a4Spectrum
GC-MSIsobutyl salicylate, non-derivatized, GC-MS Spectrumsplash10-00di-5900000000-858c13ec812ab5cbdca8Spectrum
GC-MSIsobutyl salicylate, non-derivatized, GC-MS Spectrumsplash10-00di-3900000000-4795995c976db79c7332Spectrum
GC-MSIsobutyl salicylate, non-derivatized, GC-MS Spectrumsplash10-00di-5900000000-196c123516f5814e3d7cSpectrum
GC-MSIsobutyl salicylate, non-derivatized, GC-MS Spectrumsplash10-00di-5900000000-246d919341a3efd623a4Spectrum
Predicted GC-MSIsobutyl salicylate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-5900000000-325ac608db7587679d3bSpectrum
Predicted GC-MSIsobutyl salicylate, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-5910000000-0595f4482599d0c0c206Spectrum
Predicted GC-MSIsobutyl salicylate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSIsobutyl salicylate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052b-7900000000-2e7a934c8280a3b97f342016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9400000000-693e19bed9c82006dc692016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9100000000-e16dd7ace1b140076a132016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-2900000000-dd00f6f50ff4448168092016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-7900000000-1ba4eb2f2e42f199fcb72016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-6f9650376beaa285d6762016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-7900000000-c648ea7041744e3df6e02021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9400000000-98ebc89e229892a4901b2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-6d0dff9de7169030684f2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-4cbe4bde65eb037dea2f2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9700000000-bc19970efe09556457152021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006x-9300000000-acfdc0bd683f6c2135cf2021-09-24View Spectrum
NMRNot Available
ChemSpider ID6611
ChEMBL IDCHEMBL2260712
KEGG Compound IDNot Available
Pubchem Compound ID6873
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36432
CRC / DFC (Dictionary of Food Compounds) IDBLP36-T:JZN74-X
EAFUS ID1880
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1006891
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
clover
  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.
orchid
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bitter
  1. Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference