Record Information
Version1.0
Creation date2010-04-08 22:04:45 UTC
Update date2018-05-29 00:31:05 UTC
Primary IDFDB000886
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMequinol
DescriptionMequinol is a drug used in combination with the drug tretinoin in the treatment of liver spots. Mequinol used alone and in higher doses is used as a topical drug for medical depigmentation. Mequinol is found in sweet marjoram and anise.
CAS Number150-76-5
Structure
Thumb
Synonyms
SynonymSource
4-HydroxyanisoleHMDB
HQMME; hydroxyquinone methyl etherHMDB
Menthyl anthranilateHMDB
Novo-dermoquinonaHMDB
Leucodine bHMDB
BMS-181158P-GuaiacolHMDB
p-HydroxyanisoleHMDB
4-MethoxyphenolHMDB
4HAHMDB
LeucobasalHMDB
MechinolumHMDB
Menthyl anthranilic acidHMDB
1-Hydroxy-4-methoxybenzeneHMDB
4-Methoxy-phenolHMDB
HydroxyanisoleHMDB
Hydroxyquinone methyl etherHMDB
Mequinol, inn, usanHMDB
mono Methyl ether hydroquinoneHMDB
Monomethyl ether hydroquinoneHMDB
p-HydroxymethoxybenzeneHMDB
p-MethoxyphenolHMDB
Para-methoxyphenolHMDB
4-Hydroxyanisole, sodium saltMeSH
Hydroquinone monomethyl etherMeSH
4-Hydroxyanisole, potassium saltMeSH
Hydroquinone methyl etherMeSH
Leucodinine bMeSH
HQMMENot Available
Mequinol, INN, USANdb_source
Mono methyl ether hydroquinonebiospider
P-hydroxymethoxybenzenebiospider
P-methoxyphenolbiospider
Predicted Properties
PropertyValueSource
Water Solubility36.1 g/LALOGPS
logP1.31ALOGPS
logP1.51ChemAxon
logS-0.54ALOGPS
pKa (Strongest Acidic)9.94ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.46 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity34.5 m³·mol⁻¹ChemAxon
Polarizability12.76 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC7H8O2
IUPAC name4-methoxyphenol
InChI IdentifierInChI=1S/C7H8O2/c1-9-7-4-2-6(8)3-5-7/h2-5,8H,1H3
InChI KeyNWVVVBRKAWDGAB-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC=C(O)C=C1
Average Molecular Weight124.1372
Monoisotopic Molecular Weight124.0524295
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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
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 FrameworkAromatic homomonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 67.73%; H 6.50%; O 25.78%DFC
Melting PointMp 53°DFC
Boiling PointBp12 128°DFC
Experimental Water Solubility40 mg/mL at 25 oCCHEMICALS INSPECTION AND TESTING INSTITU (1992)
Experimental logP1.58HANSCH,C ET AL. (1995)
Experimental pKapKa1 10.12 (25°, 0.1M KCl)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00du-9300000000-7365fadaa1b55aee92c0View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ab9-3900000000-b24cf2309ebe14f7ea37View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05gi-8900000000-22bed3d3611c3a5cd0d6View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ab9-3900000000-b406ffca43dc64f80356View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05fr-3900000000-5f100d415313d60a9ba0View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00du-9300000000-7365fadaa1b55aee92c0View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ab9-3900000000-b24cf2309ebe14f7ea37View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05gi-8900000000-22bed3d3611c3a5cd0d6View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ab9-3900000000-b406ffca43dc64f80356View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05fr-3900000000-5f100d415313d60a9ba0View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-7900000000-55f898f30c9805b4268eView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00ea-6900000000-adc42694c52a9cf1ab97View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-3d4bc54dec9d0d2bf71dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-1900000000-cd190cc17b12c804fb8dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0691-9200000000-f98954ef6d73d4d0fc19View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-3cb1894d95675088e7b2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0900000000-125ba3d5d60e387415e5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9600000000-c374964c5ebd2e35933eView in MoNA
ChemSpider ID8665
ChEMBL IDCHEMBL544
KEGG Compound IDNot Available
Pubchem Compound ID9015
Pubchem Substance IDNot Available
ChEBI ID113474
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29696
CRC / DFC (Dictionary of Food Compounds) IDBLQ78-M:BLQ83-K
EAFUS IDNot Available
Dr. Duke IDHYDROQUINONE-METHYL-ETHER|HYDROQUINONE-MONOMETHYL-ETHER
BIGG IDNot Available
KNApSAcK IDC00035022
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1027421
SuperScent IDNot Available
Wikipedia IDMequinol
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
phenolic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).