Showing Compound Mequinol (FDB000886)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:45 UTC

Update date

2020-02-24 19:10:16 UTC

Primary ID

FDB000886

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Mequinol

Description

Mequinol, also known as 4-hydroxyanisole or leucodinine b, 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. Mequinol is a phenolic tasting compound. Mequinol has been detected, but not quantified in, anises (Pimpinella anisum) and sweet marjorams (Origanum majorana). This could make mequinol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Mequinol.

CAS Number

150-76-5

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
4-Hydroxyanisole	MeSH
4-Hydroxyanisole, potassium salt	MeSH
4-Hydroxyanisole, sodium salt	MeSH
Leucodinine b	MeSH
Hydroquinone methyl ether	MeSH
Hydroquinone monomethyl ether	MeSH
p-Hydroxyanisole	MeSH
Para-methoxyphenol	MeSH
Menthyl anthranilate	ChEMBL, HMDB
novo-Dermoquinona	ChEMBL, HMDB
Leucodine b	ChEMBL, HMDB
BMS-181158P-Guaiacol	ChEMBL, HMDB
4-Methoxyphenol	ChEMBL, HMDB
4HA	ChEMBL, HMDB
Leucobasal	ChEMBL, HMDB
Mechinolum	ChEMBL, HMDB
Menthyl anthranilic acid	Generator, HMDB
1-Hydroxy-4-methoxybenzene	HMDB
4-Methoxy-phenol	HMDB
Hydroxyanisole	HMDB
Hydroxyquinone methyl ether	HMDB
Mequinol, inn, usan	HMDB
mono Methyl ether hydroquinone	HMDB
Monomethyl ether hydroquinone	HMDB
P-Hydroxymethoxybenzene	HMDB
P-Methoxyphenol	HMDB
HQMME	Not Available
hydroxyquinone methyl ether	Not Available
HQMME; hydroxyquinone methyl ether	HMDB
Mequinol, INN, USAN	db_source
Mono methyl ether hydroquinone	biospider
P-hydroxymethoxybenzene	biospider
P-methoxyphenol	biospider

Predicted Properties

Property	Value	Source
Water Solubility	36.1 g/L	ALOGPS
logP	1.31	ALOGPS
logP	1.51	ChemAxon
logS	-0.54	ALOGPS
pKa (Strongest Acidic)	9.94	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	34.5 m³·mol⁻¹	ChemAxon
Polarizability	12.76 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C7H8O2

IUPAC name

4-methoxyphenol

InChI Identifier

InChI=1S/C7H8O2/c1-9-7-4-2-6(8)3-5-7/h2-5,8H,1H3

InChI Key

NWVVVBRKAWDGAB-UHFFFAOYSA-N

Isomeric SMILES

COC1=CC=C(O)C=C1

Average Molecular Weight

124.1372

Monoisotopic Molecular Weight

124.0524295

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
4-alkoxyphenol
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:69441 )
methoxybenzene (CHEBI:69441 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 67.73%; H 6.50%; O 25.78%	DFC
Melting Point	Mp 53°	DFC
Boiling Point	Bp12 128°	DFC
Experimental Water Solubility	40 mg/mL at 25 oC	CHEMICALS INSPECTION AND TESTING INSTITU (1992)
Experimental logP	1.58	HANSCH,C ET AL. (1995)
Experimental pKa	pKa1 10.12 (25°, 0.1M KCl)	DFC
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	Mequinol, non-derivatized, GC-MS Spectrum	splash10-00du-9300000000-7365fadaa1b55aee92c0	Spectrum
GC-MS	Mequinol, non-derivatized, GC-MS Spectrum	splash10-0ab9-3900000000-b24cf2309ebe14f7ea37	Spectrum
GC-MS	Mequinol, non-derivatized, GC-MS Spectrum	splash10-05gi-8900000000-22bed3d3611c3a5cd0d6	Spectrum
GC-MS	Mequinol, non-derivatized, GC-MS Spectrum	splash10-0ab9-3900000000-b406ffca43dc64f80356	Spectrum
GC-MS	Mequinol, non-derivatized, GC-MS Spectrum	splash10-05fr-3900000000-5f100d415313d60a9ba0	Spectrum
GC-MS	Mequinol, non-derivatized, GC-MS Spectrum	splash10-00du-9300000000-7365fadaa1b55aee92c0	Spectrum
GC-MS	Mequinol, non-derivatized, GC-MS Spectrum	splash10-0ab9-3900000000-b24cf2309ebe14f7ea37	Spectrum
GC-MS	Mequinol, non-derivatized, GC-MS Spectrum	splash10-05gi-8900000000-22bed3d3611c3a5cd0d6	Spectrum
GC-MS	Mequinol, non-derivatized, GC-MS Spectrum	splash10-0ab9-3900000000-b406ffca43dc64f80356	Spectrum
GC-MS	Mequinol, non-derivatized, GC-MS Spectrum	splash10-05fr-3900000000-5f100d415313d60a9ba0	Spectrum
Predicted GC-MS	Mequinol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-7900000000-55f898f30c9805b4268e	Spectrum
Predicted GC-MS	Mequinol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00ea-6900000000-adc42694c52a9cf1ab97	Spectrum
Predicted GC-MS	Mequinol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0900000000-3d4bc54dec9d0d2bf71d	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-1900000000-cd190cc17b12c804fb8d	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0691-9200000000-f98954ef6d73d4d0fc19	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0900000000-3cb1894d95675088e7b2	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0900000000-125ba3d5d60e387415e5	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9600000000-c374964c5ebd2e35933e	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0900000000-ee9e9b8403f62cfc7fdf	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00dl-5900000000-b042371b5dd653689b36	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ufu-9000000000-f159f82bc0ae0498fa49	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0900000000-c91956e06e080706e4b9	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kb-9100000000-4d814c03b4eb6b3e4ad7	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0j7m-9000000000-91642d9378817b499b9b	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

8665

ChEMBL ID

CHEMBL544

KEGG Compound ID

Not Available

Pubchem Compound ID

9015

Pubchem Substance ID

Not Available

ChEBI ID

113474

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB29696

CRC / DFC (Dictionary of Food Compounds) ID

BLQ78-M:BLQ83-K

EAFUS ID

Not Available

Dr. Duke ID

HYDROQUINONE-METHYL-ETHER|HYDROQUINONE-MONOMETHYL-ETHER

BIGG ID

Not Available

KNApSAcK ID

C00035022

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1027421

SuperScent ID

Not Available

Wikipedia ID

Mequinol

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
phenolic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).