Showing Compound Methyl 2-methoxybenzoate (FDB010545)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:11 UTC

Update date

2019-11-26 03:03:45 UTC

Primary ID

FDB010545

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Methyl 2-methoxybenzoate

Description

Methyl 2-methoxybenzoate belongs to the class of organic compounds known as o-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 2 of the benzene ring is replaced by a methoxy group. Methyl 2-methoxybenzoate is a blackcurrant, cananga, and floral tasting compound. Methyl 2-methoxybenzoate has been detected, but not quantified in, a few different foods, such as common mushrooms (Agaricus bisporus), mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make methyl 2-methoxybenzoate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Methyl 2-methoxybenzoate.

CAS Number

606-45-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Methyl 2-methoxybenzoic acid	Generator
2-Methoxybenzoic acid, methyl ester	HMDB
Benzoic acid, 2-methoxy-, methyl ester	HMDB
Dimethyl derivative OF salicylic acid	HMDB
Dimethyl salicylate	HMDB
FEMA 2717	HMDB
Methyl ester OF O-methoxybenzoic acid	HMDB
Methyl O-anisate	HMDB
Methyl O-methoxybenzoate	HMDB
Methyl salicylate O-methyl ether	HMDB
Methylsalicylate methyl ether	HMDB
Methyol O-methoxybenzoate	HMDB
O-Anisic acid, methyl ester	HMDB
O-Anisic acid, methyl ester (7ci,8ci)	HMDB
O-Methoxy methyl benzoate	HMDB
O-Methoxy methylbenzoate	HMDB
O-Methoxybenzoic acid methyl ester	HMDB
Dimethyl derivative of salicylic acid	biospider
Methoxy methylbenzoate, o-	biospider
Methyl 2-methoxybenzoate	db_source
Methyl ester of o-methoxybenzoic acid	biospider
Methyl o-anisate	biospider
Methyl o-methoxybenzoate	biospider
Methyl salicylate o-methyl ether	biospider
Methyol o-methoxybenzoate	biospider
O-anisic acid, methyl ester	biospider
o-Anisic acid, methyl ester (7CI,8CI)	biospider
O-methoxy methyl benzoate	biospider
O-methoxybenzoic acid methyl ester	biospider

Predicted Properties

Property	Value	Source
Water Solubility	1.13 g/L	ALOGPS
logP	2.06	ALOGPS
logP	1.82	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	44.55 m³·mol⁻¹	ChemAxon
Polarizability	16.95 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C9H10O3

IUPAC name

methyl 2-methoxybenzoate

InChI Identifier

InChI=1S/C9H10O3/c1-11-8-6-4-3-5-7(8)9(10)12-2/h3-6H,1-2H3

InChI Key

PFYHAAAQPNMZHO-UHFFFAOYSA-N

Isomeric SMILES

COC(=O)C1=CC=CC=C1OC

Average Molecular Weight

166.1739

Monoisotopic Molecular Weight

166.062994186

Classification

Description

Belongs to the class of organic compounds known as o-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 2 of the benzene ring is replaced by a methoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

O-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

O-methoxybenzoic acid or derivatives
Benzoate ester
Anisole
Phenoxy compound
Benzoyl
Phenol ether
Methoxybenzene
Alkyl aryl ether
Methyl ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 65.05%; H 6.07%; O 28.88%	DFC
Melting Point	Not Available
Boiling Point	Bp11 127-127.5°	DFC
Experimental Water Solubility	Not Available
Experimental logP	2.04	SOTOMATSU,T ET AL. (1993)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Methyl 2-methoxybenzoate, non-derivatized, GC-MS Spectrum	splash10-000i-5900000000-79de0a7440ed21a87cea	Spectrum
GC-MS	Methyl 2-methoxybenzoate, non-derivatized, GC-MS Spectrum	splash10-002r-8900000000-57666b6c4d6c08c15eee	Spectrum
GC-MS	Methyl 2-methoxybenzoate, non-derivatized, GC-MS Spectrum	splash10-0019-1900000000-ec52a2b95bd40464b0ed	Spectrum
GC-MS	Methyl 2-methoxybenzoate, non-derivatized, GC-MS Spectrum	splash10-000i-5900000000-79de0a7440ed21a87cea	Spectrum
GC-MS	Methyl 2-methoxybenzoate, non-derivatized, GC-MS Spectrum	splash10-002r-8900000000-57666b6c4d6c08c15eee	Spectrum
GC-MS	Methyl 2-methoxybenzoate, non-derivatized, GC-MS Spectrum	splash10-0019-1900000000-ec52a2b95bd40464b0ed	Spectrum
Predicted GC-MS	Methyl 2-methoxybenzoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0f79-3900000000-757d337e776cfe88c6ce	Spectrum
Predicted GC-MS	Methyl 2-methoxybenzoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-014r-1900000000-8df27c702ca0792480d1	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-014r-1900000000-7731b0038b523b919463	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-000l-6900000000-bfaf6c2a0d0819eff8d9	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-0006-9400000000-f2fc05096f0752c35b85	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-0006-9200000000-301672a18e1b7b1a036b	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Negative	splash10-0006-9100000000-b60e34d7d812476e3976	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-33be1dcf860ef8b59387	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0900000000-3c5b1f89096a535946aa	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9500000000-36c649f2ec1701b112ab	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-2540e2fa2c7017ee6d98	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0900000000-590bee0f155a7acb3d1f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014j-8900000000-d17a25873b88590b1f37	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-cf99f085a81c42c102d6	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-988d7bdc0ed897abf42d	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9100000000-351a45502d5e1883a4e0	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-5dea0e2df5cd18252bf0	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-2900000000-afb59c17f0557a3ed934	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03di-9100000000-9ea69921390094aadde6	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

21171488

ChEMBL ID

CHEMBL2252121

KEGG Compound ID

Not Available

Pubchem Compound ID

61151

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB32605

CRC / DFC (Dictionary of Food Compounds) ID

FCR59-T:FCR60-N

EAFUS ID

2387

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1032761

SuperScent ID

61151

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
hyacinth	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
floral	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cananga	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
blackcurrant	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.