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Identification
YMDB IDYMDB01370
NameMethyl 2-hydroxy benzoate
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionMethyl 2-hydroxybenzoate, also known as 2-(methoxycarbonyl)phenol or 2-carbomethoxyphenol, 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. Methyl 2-hydroxybenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa). Methyl 2-hydroxybenzoate is a potentially toxic compound.
Structure
Thumb
Synonyms
  • 2-(Methoxycarbonyl)phenol
  • 2-Hydroxybenzoic acid, methyl ester
  • Analgit
  • benzoate anion
  • Benzoic acid, 2-hydroxy-, methyl ester
  • benzoic acid, ion(1-)
  • Betula
  • Betula Lenta
  • Betula oil
  • Exagien
  • Flucarmit
  • Gaultheria oil
  • Gaultheria Oil, artificial
  • Gaultheriaoel
  • Gaultheric acid
  • Methyl 2-hydroxybenzoate
  • Methyl ester 2-hydroxy-benzoic acid
  • Methyl o-hydroxybenzoate
  • Methyl salicylate
  • Natural wintergreen oil
  • o-Hydroxybenzoic acid, methyl ester
  • Oil of Wintergreen
  • Salicylic acid, methyl ester
  • Spicewood Oil
  • Sweet birch oil
  • Synthetic wintergreen oil
  • Teaberry oil
  • Wintergreen oil
  • Wintergreen Oil, synthetic
  • Wintergruenoel
  • 2-Carbomethoxyphenol
  • 2-Hydroxybenzoic acid methyl ester
  • 2-Hydroxybenzoate methyl ester
  • Methyl O-hydroxybenzoic acid
  • Methyl 2-hydroxybenzoic acid
  • FEMA 2745
  • Methyl salicylate, 8ci
  • Methylsalicylate
  • Rheumabal
  • Hewedolor
  • Linsal
  • Metsal liniment
  • Methyl salicylate sodium salt
  • Methyl salicylic acid
CAS number119-36-8
WeightAverage: 152.1473
Monoisotopic: 152.047344122
InChI KeyOSWPMRLSEDHDFF-UHFFFAOYSA-N
InChIInChI=1S/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3
IUPAC Namemethyl 2-hydroxybenzoate
Traditional IUPAC Namemethyl salicylate
Chemical FormulaC8H8O3
SMILESCOC(=O)C1=C(O)C=CC=C1
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
  • Methyl ester
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateLiquid
Charge0
Melting point-8 °C
Experimental Properties
PropertyValueReference
Water Solubility0.7 mg/mL at 30 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]PhysProp
LogP2.55 [SANGSTER (1994)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility5.73 g/LALOGPS
logP2.07ALOGPS
logP2.32ChemAxon
logS-1.4ALOGPS
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 Count2ChemAxon
Refractivity40.06 m³·mol⁻¹ChemAxon
Polarizability14.98 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • extracellular
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:
  • Tsakiris, A., Koutinas, A. A., Psarianos, C., Kourkoutas, Y., Bekatorou, A. (2010). "A new process for wine production by penetration of yeast in uncrushed frozen grapes." Appl Biochem Biotechnol 162:1109-1121.20151225
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID16150
HMDB IDHMDB0034172
Pubchem Compound ID4133
Kegg IDC12305
ChemSpider ID13848808
FOODB IDFDB012459
Wikipedia IDMethyl_salicylate
BioCyc IDNot Available