Methyl 2-hydroxy benzoate (YMDB01370)

Identification

YMDB ID

YMDB01370

Name

Methyl 2-hydroxy benzoate

Species

Saccharomyces cerevisiae

Strain

Brewer's yeast

Description

Methyl 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. Based on a literature review a significant number of articles have been published on Methyl 2-hydroxybenzoate.

Structure

MOL SDF PDB SMILES InChI

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
Methyl ester 2-hydroxy benzoic acid
Methyl ester of 2-hydroxy benzoic acid
o-Hydroxybenzoic acid methyl ester

CAS number

119-36-8

Weight

Average: 152.1473
Monoisotopic: 152.047344122

InChI Key

OSWPMRLSEDHDFF-UHFFFAOYSA-N

InChI

InChI=1S/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3

IUPAC Name

methyl 2-hydroxybenzoate

Traditional IUPAC Name

methyl salicylate

Chemical Formula

C₈H₈O₃

SMILES

COC(=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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

o-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 Framework

Aromatic homomonocyclic compounds

External Descriptors

salicylates (CHEBI:31832 )
benzoate ester (CHEBI:31832 )
a small molecule (CPD-6442 )

Physical Properties

State

Liquid

Charge

Melting point

-8 °C

Experimental Properties

Property	Value	Reference
Water Solubility	0.7 mg/mL at 30 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]	PhysProp
LogP	2.55 [SANGSTER (1994)]	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	5.73 g/L	ALOGPS
logP	2.07	ALOGPS
logP	2.32	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	9.72	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	40.06 m³·mol⁻¹	ChemAxon
Polarizability	14.98 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations

extracellular

Organoleptic Properties

Not Available

SMPDB Pathways

Not Available

KEGG Pathways

Not Available

SMPDB Reactions

Not Available

KEGG Reactions

Not Available

Concentrations

Intracellular Concentrations

Not Available

Extracellular Concentrations

Not Available

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00dl-9800000000-4c121b87ee97a30f4150	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00dl-9800000000-aeff759175e190d33827	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00dl-9700000000-8449a003796d4c61d429	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00dl-9800000000-4c121b87ee97a30f4150	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00dl-9800000000-aeff759175e190d33827	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00dl-9700000000-8449a003796d4c61d429	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-5900000000-bb69ba7d9fb7889830b6	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0fk9-6920000000-3af2acf054d451df9493	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0fk9-3900000000-e2029bf3c75775175ff3	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-0udi-0900000000-68100343194ca59dc3dc	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-0udi-0900000000-685742c82233f695b1f9	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-0uk9-0900000000-6b4261227c07f3f37829	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-0fk9-0900000000-d947b63ba1f404e65847	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-00di-0900000000-cef75bde9d9688c24943	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-00di-0900000000-619ac91f6d02cca22e34	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-00di-0900000000-972c6897098e7099014b	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, positive	splash10-00di-0900000000-7adc31a6192a35776d77	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, positive	splash10-00di-0900000000-4409a163b77175958dad	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 6V, positive	splash10-00di-1900000000-e227574efc1f513f782e	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 8V, positive	splash10-00di-3900000000-698a94aee209f31a1b16	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 10V, positive	splash10-01b9-9600000000-940f844a43e36507f542	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 11V, positive	splash10-014i-9200000000-a2caed2cb41617423174	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 14V, positive	splash10-014i-9000000000-be109281c3eb1b276861	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, positive	splash10-00di-0900000000-9e24206fc4e0bc22769a	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, positive	splash10-0006-9000000000-e886631a9ef343795dc0	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, positive	splash10-014i-9000000000-ddc0fb8a40062ab7c744	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-00di-0900000000-85d6f511342ec3ef1f61	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-eba52e49290e16ea60c0	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0uk9-0900000000-684f1c8a3cf324183257	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uk9-9300000000-a594ffaab84fc15a2edc	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-76d5fc81bafad7c2222c	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0900000000-dae7a80af6333acd66fc	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0gb9-9600000000-09304803bc773495c704	JSpectraViewer
MS	Mass Spectrum (Electron Ionization)	splash10-00dl-9800000000-1d56d6cf07db519b50e2	JSpectraViewer \| MoNA
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer

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:

Resource	Link
CHEBI ID	16150
HMDB ID	HMDB0034172
Pubchem Compound ID	4133
Kegg ID	C12305
ChemSpider ID	13848808
FOODB ID	FDB012459
Wikipedia ID	Methyl_salicylate
BioCyc ID	Not Available

Structure for #<Compound:0xac1faa70>