Showing Compound 4-Hydroxy-3-methoxybenzenemethanol (FDB008710)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:13 UTC

Update date

2019-11-26 03:03:01 UTC

Primary ID

FDB008710

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

4-Hydroxy-3-methoxybenzenemethanol

Description

4-Hydroxy-3-methoxybenzenemethanol, also known as 4-hydroxy-3-methoxybenzyl alcohol, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 4-Hydroxy-3-methoxybenzenemethanol is a sweet, anise, and balsam tasting compound. 4-Hydroxy-3-methoxybenzenemethanol has been detected, but not quantified in, fruits and herbs and spices. This could make 4-hydroxy-3-methoxybenzenemethanol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 4-Hydroxy-3-methoxybenzenemethanol.

CAS Number

498-00-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
3-Methoxy-4-hydroxybenzyl alcohol	HMDB
4-(Hydroxymethyl)-2-methoxyphenol	HMDB
4-Hydroxy-3-methoxy-benzenemethanol	ChEBI
4-HYDROXY-3-methoxy-benzyl alcohol	HMDB
4-HYDROXY-3-METHOXY-BENZYL ALCOHOL	biospider
4-Hydroxy-3-methoxybenzenemethanol	ChEBI
4-Hydroxy-3-methoxybenzenemethanol, 9ci	HMDB
4-Hydroxy-3-methoxybenzenemethanol, 9CI	db_source
4-Hydroxy-3-methoxybenzyl alcohol	ChEBI
4-Hydroxy-3-methoxyphenyl methanol	HMDB

Showing 1 to 10 of 21 entries

Predicted Properties

Property	Value	Source
Water Solubility	29.4 g/L	ALOGPS
logP	0.5	ALOGPS
logP	0.74	ChemAxon
logS	-0.72	ALOGPS
pKa (Strongest Acidic)	9.92	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	41.32 m³·mol⁻¹	ChemAxon
Polarizability	15.74 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C8H10O3

IUPAC name

4-(hydroxymethyl)-2-methoxyphenol

InChI Identifier

InChI=1S/C8H10O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-4,9-10H,5H2,1H3

InChI Key

ZENOXNGFMSCLLL-UHFFFAOYSA-N

Isomeric SMILES

COC1=C(O)C=CC(CO)=C1

Average Molecular Weight

154.1632

Monoisotopic Molecular Weight

154.062994186

Classification

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Benzyl alcohol
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Ether
Primary alcohol
Aromatic alcohol
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:18353 )
benzyl alcohols (CHEBI:18353 )
monomethoxybenzene (CHEBI:18353 )
a small molecule (VANILLYL-ALCOHOL )

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

Pharmaceutical industry:

Pharmaceutical

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	2 mg/mL at 20 oC	BEILSTEIN
Isoelectric point	Not Available
Mass Composition	C 62.33%; H 6.54%; O 31.13%	DFC
Melting Point	Mp 114-115°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	4-Hydroxy-3-methoxybenzenemethanol, non-derivatized, GC-MS Spectrum	splash10-05ot-1980000000-90c0d7b9d5ab2ad49ebd	Spectrum
GC-MS	4-Hydroxy-3-methoxybenzenemethanol, non-derivatized, GC-MS Spectrum	splash10-05ot-1980000000-90c0d7b9d5ab2ad49ebd	Spectrum
Predicted GC-MS	4-Hydroxy-3-methoxybenzenemethanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00dr-1900000000-4bfb638326b97e8c9eeb	Spectrum
Predicted GC-MS	4-Hydroxy-3-methoxybenzenemethanol, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00gi-7390000000-dfd8ee944e68b10e2514	Spectrum
Predicted GC-MS	4-Hydroxy-3-methoxybenzenemethanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - DI-ESI-qTof , Negative	splash10-0udr-0900000000-cae1bb4557de8c5c425e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - DI-ESI-qTof , Negative	splash10-0udi-0900000000-a953d3d5aa4c7a4bbb1d	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4r-0900000000-8cec776a8684a3c300ba	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-c5e19bc7f2c583cdd9d1	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052r-5900000000-5795c57b2d2294956f78	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-da35d09bba9c4f0150c1	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0uki-1900000000-bddb6a9312eb8cd5304d	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9800000000-8b1a492cf5623f10508d	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-55caab0c9e31716e1c83	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0zmr-0900000000-622397e9193433d15622	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0zfr-9500000000-e4dfb45f82af81f401b1	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-2900000000-01d9f9426f095b48367d	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4r-1900000000-97c5e5bea153c9d79651	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pc0-9300000000-7d51ed335759aaf044c4	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

56139

ChEMBL ID

Not Available

KEGG Compound ID

C06317

Pubchem Compound ID

62348

Pubchem Substance ID

Not Available

ChEBI ID

18353

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB32012

CRC / DFC (Dictionary of Food Compounds) ID

DSQ58-Z:DSQ68-C

EAFUS ID

3836

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

rw1037781

SuperScent ID

62348

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
anise	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
balsam	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
creamy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tonka	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
vanilla	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.