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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:55:35 UTC
Update Date2021-10-13 07:06:33 UTC
HMDB IDHMDB0037667
Secondary Accession Numbers
  • HMDB37667
Metabolite Identification
Common Nameo-Tolyl salicylate
Descriptiono-Tolyl salicylate belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone). o-Tolyl salicylate is an eucalyptus and herbal tasting compound. Based on a literature review very few articles have been published on o-Tolyl salicylate.
Structure
Data?1563863070
Synonyms
ValueSource
O-Tolyl salicylic acidGenerator
2-Methylphenyl 2-hydroxybenzoateHMDB
2-Methylphenyl salicylateHMDB
Benzoic acid, 2-hydroxy-, 2-methylphenyl esterHMDB
FEMA 3734HMDB
O-Cresyl salicylateHMDB
Salicylic acid, O-tolyl esterHMDB
2-Methylphenyl 2-hydroxybenzoic acidGenerator
Chemical FormulaC14H12O3
Average Molecular Weight228.2433
Monoisotopic Molecular Weight228.07864425
IUPAC Name2-methylphenyl 2-hydroxybenzoate
Traditional Name2-methylphenyl 2-hydroxybenzoate
CAS Registry Number617-01-6
SMILES
CC1=CC=CC=C1OC(=O)C1=CC=CC=C1O
InChI Identifier
InChI=1S/C14H12O3/c1-10-6-2-5-9-13(10)17-14(16)11-7-3-4-8-12(11)15/h2-9,15H,1H3
InChI KeyKITKATPLNVHGFC-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassDepsides and depsidones
Sub ClassNot Available
Direct ParentDepsides and depsidones
Alternative Parents
Substituents
  • Depside backbone
  • O-hydroxybenzoic acid ester
  • Benzoate ester
  • Salicylic acid or derivatives
  • Phenol ester
  • Benzoic acid or derivatives
  • Phenoxy compound
  • Benzoyl
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Toluene
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Vinylogous acid
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting Point25.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point180.00 °C. @ 2.00 mm HgThe Good Scents Company Information System
Water Solubility22.02 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.688 (est)The Good Scents Company Information System
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP10(3.91) g/LALOGPS
logP10(4.49) g/LChemAxon
logS10(-3.3) g/LALOGPS
pKa (Strongest Acidic)9.67ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity64.88 m³·mol⁻¹ChemAxon
Polarizability23.89 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+150.22431661259
DarkChem[M-H]-152.67731661259

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
o-Tolyl salicylate,1TMS,#1CC1=CC=CC=C1OC(=O)C1=CC=CC=C1O[Si](C)(C)C1966.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
o-Tolyl salicylate,1TBDMS,#1CC1=CC=CC=C1OC(=O)C1=CC=CC=C1O[Si](C)(C)C(C)(C)C2236.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
Spectra
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 IDFDB016794
KNApSAcK IDNot Available
Chemspider ID55106
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61159
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1037761
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.. .

Enzymes

General function:
Lipid transport and metabolism
Specific function:
Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Hydrolyzes aromatic and aliphatic esters, but has no catalytic activity toward amides or a fatty acyl-CoA ester. Hydrolyzes the methyl ester group of cocaine to form benzoylecgonine. Catalyzes the transesterification of cocaine to form cocaethylene. Displays fatty acid ethyl ester synthase activity, catalyzing the ethyl esterification of oleic acid to ethyloleate.
Gene Name:
CES1
Uniprot ID:
P23141
Molecular weight:
62520.62
Reactions
o-Tolyl salicylate → o-Cresoldetails