Showing Compound methyl 4-hydroxy-3-methoxybenzoate (FDB029771)

Record Information

Version

1.0

Creation date

2011-09-26 22:56:16 UTC

Update date

2015-07-21 07:01:03 UTC

Primary ID

FDB029771

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

methyl 4-hydroxy-3-methoxybenzoate

Description

Methyl vanillate, also known as vanillATE or vanillic acid, belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group. Methyl vanillate is a butterscotch, caramel, and spicy tasting compound. Based on a literature review a significant number of articles have been published on Methyl vanillate.

CAS Number

3943-74-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
4-Hydroxy-3-methoxy methyl benzoate	HMDB
4-Hydroxy-3-methoxy methyl benzoic acid	HMDB
4-Hydroxy-3-methoxybenzoate methyl ester	Generator
4-Hydroxy-3-methoxybenzoic acid methyl ester	ChEBI
Methyl 3-methoxy-4-hydroxybenzoate	ChEBI
Methyl 3-methoxy-4-hydroxybenzoic acid	Generator
Methyl 4-hydroxy-3-methoxybenzoate	HMDB
Methyl 4-hydroxy-3-methoxybenzoic acid	HMDB
Methyl vanillic acid	ChEBI
Methylvanillate	HMDB

Showing 1 to 10 of 15 entries

Predicted Properties

Property	Value	Source
Water Solubility	3.57 g/L	ALOGPS
logP	2.12	ALOGPS
logP	1.52	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	9	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	46.53 m³·mol⁻¹	ChemAxon
Polarizability	18.09 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C9H10O4

IUPAC name

methyl 4-hydroxy-3-methoxybenzoate

InChI Identifier

InChI=1S/C9H10O4/c1-12-8-5-6(9(11)13-2)3-4-7(8)10/h3-5,10H,1-2H3

InChI Key

BVWTXUYLKBHMOX-UHFFFAOYSA-N

Isomeric SMILES

COC(=O)C1=CC(OC)=C(O)C=C1

Average Molecular Weight

182.1733

Monoisotopic Molecular Weight

182.057908808

Classification

Description

Belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 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

M-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
M-methoxybenzoic acid or derivatives
Methoxyphenol
Benzoate ester
Phenoxy compound
Anisole
Methoxybenzene
Benzoyl
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Methyl ester
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ether (CHEBI:46477 )
phenols (CHEBI:46477 )
benzoate ester (CHEBI:46477 )

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	methyl 4-hydroxy-3-methoxybenzoate, non-derivatized, GC-MS Spectrum	splash10-0udi-3900000000-baea5cfe4e199a5ff3bc	Spectrum
GC-MS	methyl 4-hydroxy-3-methoxybenzoate, non-derivatized, GC-MS Spectrum	splash10-0ue9-0900000000-c2808da990a74bab5038	Spectrum
GC-MS	methyl 4-hydroxy-3-methoxybenzoate, non-derivatized, GC-MS Spectrum	splash10-0udi-3900000000-baea5cfe4e199a5ff3bc	Spectrum
GC-MS	methyl 4-hydroxy-3-methoxybenzoate, non-derivatized, GC-MS Spectrum	splash10-0ue9-0900000000-c2808da990a74bab5038	Spectrum
Predicted GC-MS	methyl 4-hydroxy-3-methoxybenzoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0uk9-0900000000-8058aca97e516d13c287	Spectrum
Predicted GC-MS	methyl 4-hydroxy-3-methoxybenzoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	methyl 4-hydroxy-3-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 - 10V, Positive	splash10-0zor-5900000000-a4ed8f03061acdf96ef7	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0a6r-9400000000-bc72ccdad3422a05a984	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-1000-0900000000-ebaae574a4f0209032d0	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-002f-9100000000-ae59e1a1723666bf192b	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-9200000000-5f071ead2181ac329e6a	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0pvi-0900000000-18ac4d71743edfc16d7a	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-4ec70507ab24e73fa629	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0900000000-6b73fb15e83c91238365	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f89-0900000000-d82161f65e3b085bdacb	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uk9-2900000000-65592de2b7ae3ee7aa94	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-0252284dd0d745a2e0ae	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0900000000-0da26709ef2caf03994a	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00ks-4900000000-6ec4c48ab5df172a962b	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-f31118255833f0bedd5a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0aca-0900000000-6c702260f9d096ceb11d	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9200000000-548a6adb75eeb4caefdd	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-98a5dc0bd0bee7771886	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0kji-1900000000-708fba6151de4d11d60e	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uk9-9500000000-ccb31762970f38503370	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

Not Available

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

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

3943-74-6

GoodScent ID

rw1047511

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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Flavor	Citations
butterscotch	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
caramel	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
spicy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
vanilla	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
warm	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.