Record Information
Version1.0
Creation date2010-04-08 22:04:45 UTC
Update date2018-01-23 18:46:43 UTC
Primary IDFDB000885
Secondary Accession Numbers
  • FDB030688
Chemical Information
FooDB NameHydroquinone
DescriptionHydroquinone, also benzene-1,4-diol, is an aromatic organic compound which is a type of phenol, having the chemical formula C6H4(OH)2. Its chemical structure has two hydroxyl groups bonded to a benzene ring in a para position. Hydroquinone is commonly used as a biomarker for benzene exposure. The presence of hydroquinone in normal individuals stems mainly from direct dietary ingestion, catabolism of tyrosine and other substrates by gut bacteria, ingestion of arbutin containing foods, cigarette smoking, and the use of some over-the-counter medicines. Hydroquinone is a white granular solid at room temperature and pressure. The hydroxyl groups of hydroquinone are quite weakly acidic. Hydroquinone can lose an H+ from one of the hydroxyls to form a monophenolate ion or lose an H+ from both to form a diphenolate ion. Hydroquinone has a variety of uses principally associated with its action as a reducing agent which is soluble in water. It is a major component in most photographic developers where, with the compound Metol, it reduces silver halides to elemental silver. [HMDB]. Hydroquinone is found in many foods, some of which are kai-lan, agar, red bell pepper, and jostaberry.
CAS Number123-31-9
Structure
Thumb
Synonyms
SynonymSource
1,4-BenzenediolChEBI
1,4-DihydroxybenzeneChEBI
4-HydroxyphenolChEBI
Benzene-1,4-diolChEBI
EldoquinChEBI
p-BenzenediolChEBI
p-HydroquinoneChEBI
p-HydroxyphenolChEBI
QuinolChEBI
1,4-Dihydroxy-benzeenHMDB
1,4-Dihydroxy-benzolHMDB
1,4-DihydroxybenzenHMDB
1,4-DiidrobenzeneHMDB
a-HydroquinoneHMDB
alpha-HydroquinoneHMDB
b-QuinolHMDB
BenzohydroquinoneHMDB
BenzoquinolHMDB
beta-QuinolHMDB
DihydroquinoneHMDB
DihydroxybenzeneHMDB
HydrochinonHMDB
HydrochinoneHMDB
HydroquinolHMDB
HydroquinoleHMDB
Hydroquinone for synthesisHMDB
Hydroquinone GRHMDB
HydroquinoueHMDB
IdrochinoneHMDB
MelanexHMDB
p-DihydroxybenzeneHMDB
p-DioxobenzeneHMDB
p-DioxybenzeneHMDB
p-HydroxybenzeneHMDB
PhiaquinHMDB
Solaquin forteHMDB
Eldoquin forteHMDB
LustraHMDB
MelpaqueHMDB
Neostrata HQHMDB
Stratus brand 1 OF hydroquinoneHMDB
UltraquinHMDB
Hydroquinone, lead (2+) salt (2:1)HMDB
EsotericaHMDB
HidroquilaudeHMDB
ICN brand 1 OF hydroquinoneHMDB
MelquinHMDB
Plough brand 2 OF hydroquinoneHMDB
Hydroquinone, copper (1+) saltHMDB
ArtraHMDB
EldopaqueHMDB
Eldopaque forteHMDB
HidroquinHMDB
ICN brand 4 OF hydroquinoneHMDB
LicostrataHMDB
Hydroquinone, monocopper (2+) saltHMDB
Black and whiteHMDB
Hidroquinona isdinHMDB
ICN brand 2 OF hydroquinoneHMDB
ICN brand 3 OF hydroquinoneHMDB
MelanasaHMDB
Plough brand 1 OF hydroquinoneHMDB
SolaquinHMDB
Stratus brand 2 OF hydroquinoneHMDB
Arctuvindb_source
Hydroquinone grHMDB
Hydroquinone, 8CI, USANdb_source
P-BenzenediolChEBI
P-DihydroxybenzeneHMDB
P-DioxobenzeneHMDB
P-DioxybenzeneHMDB
P-HydroquinoneChEBI
P-HydroxybenzeneHMDB
P-HydroxyphenolChEBI
Pyrogentisic aciddb_source
Pyrogentisinic aciddb_source
Predicted Properties
PropertyValueSource
Water Solubility95.5 g/LALOGPS
logP0.71ALOGPS
logP1.37ChemAxon
logS-0.06ALOGPS
pKa (Strongest Acidic)9.68ChemAxon
pKa (Strongest Basic)-5.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity30.02 m³·mol⁻¹ChemAxon
Polarizability10.75 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC6H6O2
IUPAC namebenzene-1,4-diol
InChI IdentifierInChI=1S/C6H6O2/c7-5-1-2-6(8)4-3-5/h1-4,7-8H
InChI KeyQIGBRXMKCJKVMJ-UHFFFAOYSA-N
Isomeric SMILESOC1=CC=C(O)C=C1
Average Molecular Weight110.1106
Monoisotopic Molecular Weight110.036779436
Classification
Description belongs to the class of organic compounds known as hydroquinones. Hydroquinones are compounds containing a hydroquinone moiety, which consists of a benzene ring with a hydroxyl groups at positions 1 and 4.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassBenzenediols
Direct ParentHydroquinones
Alternative Parents
Substituents
  • Hydroquinone
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
OntologyShould have ontology for this compound
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 65.45%; H 5.49%; O 29.06%DFC
Melting PointNot Available
Boiling PointBp730 285°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data[neutral] lmax 250 (e 204) (CHCl3) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-0f79-2490000000-6b4fec222a3499d93790View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03di-9800000000-c90fd4986fea9691ecbfView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03e9-9300000000-f8b11742557329691e8aView in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0f79-2490000000-6b4fec222a3499d93790View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0f79-2690000000-7306adcc7121a11d67ccView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-5900000000-954dc96d8e3eb85b8324View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00e9-8950000000-512c0cf5ddc0b120ec8eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-03di-9600000000-e670ba090cb27367db12View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-01p6-9000000000-5fc32c7688c1612df1e7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-000i-9000000000-c5853ce8ef225ea5c353View in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (Unknown) , Positivesplash10-03di-9800000000-c90fd4986fea9691ecbfView in MoNA
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-0a4i-0900000000-5635f0157cd37deb1121View in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-03di-2900000000-05be113033a709130eedView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-8d8328e4f7cd2ebaa27dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-1900000000-9290fcb93f170fc3143fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01si-9200000000-9f707b9d0c4ad0b73b30View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-d3aae38632ac4c40fd4fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0900000000-74f15490ba4f49cf8c18View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9800000000-1cb01248e88fce387578View in MoNA
MSMass Spectrum (Electron Ionization)splash10-03di-9500000000-1fa8477944a662535e76View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID764
ChEMBL IDCHEMBL537
KEGG Compound IDC00530
Pubchem Compound ID785
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer ID660
DrugBank IDNot Available
HMDB IDHMDB02434
CRC / DFC (Dictionary of Food Compounds) IDBLQ78-M:BLQ78-M
EAFUS IDNot Available
Dr. Duke IDHYDROQUINONE|P-HYDROQUINONE
BIGG IDNot Available
KNApSAcK IDC00002656
HET IDHQE
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
allelochemicDUKE
allergenic50904 A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.DUKE
anti bacterial33282 A substance that kills or slows the growth of bacteria.DUKE
anti hepatomic35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
anti lithicDUKE
anti malarial33281 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.DUKE
anti melanomic35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
anti melasmicDUKE
anti menorrhagic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti mitoticDUKE
anti nephritic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
antioxidant22586 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.DUKE
anti pertussive33282 A substance that kills or slows the growth of bacteria.DUKE
anti septic33281 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.DUKE
anti thyreotropicDUKE
anti trypanosomic33281 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.DUKE
antitumor35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
astringent74783 A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.DUKE
carcinogenic50903 A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.DUKE
convulsantDUKE
cytotoxic52209 A role played by the molecular entity or part thereof which causes the development of a pathological process.DUKE
deliriantDUKE
depigmentorDUKE
emeticDUKE
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
herbicide24527 A substance used to destroy plant pests.DUKE
hypertensiveDUKE
irritantDUKE
mycoplasmistatDUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
tinnitigenic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
Enzymes
NameGene NameUniProt ID
Serum paraoxonase/lactonase 3PON3Q15166
Serum paraoxonase/arylesterase 1PON1P27169
Serum paraoxonase/arylesterase 2PON2Q15165
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
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).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.