1,2,4-Trihydroxybenzene (CED0011636)

Record Information
Version1.0
Creation Date2016-05-25 22:28:40 UTC
Update Date2026-03-26 19:29:53 UTC
Accession NumberCHEM025572
Identification
Common Name1,2,4-Trihydroxybenzene
ClassSmall Molecule
Description
1,2,4-Trihydroxybenzene is an organic compound with the chemical formula C6H6O3 and an average molecular weight of 126.11 g/mol. 1,2,4-Trihydroxybenzene belongs to the benzenetriols and derivatives, a subclass of phenols within the organic compounds. Within the broader classification of chemical substances, it is categorized as part of the benzenoids superclass. This compound is utilized industrially as a dye. It has been identified in 14 recorded sources across several categories. In the realm of electrical and electronic equipment, it is found in electrodes, gas filled discharge tubes with solid cathode, electrically stimulated smoking devices, electric switches, and conductors or conductive bodies characterised by the conductive materials, among three others. It is also present in various household cleaning and consumer products, including soap detergents, perfumes within detergents and soaps, bleaching agents, tobacco smoke filters, and cigar cigarettes. Additionally, 1,2,4-Trihydroxybenzene is associated with food, food processing, and cookware, where it is used for food preservation.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
1,2,4-BenzenetriolChEBI
1,2,4-TrihydroxybenzeneChEBI
HydroxyhydroquinoneChEBI
HydroxyquinolChEBI
Chemical FormulaC6H6O3
Average Molecular Mass126.110 g/mol
Monoisotopic Mass126.032 g/mol
CAS Registry Number533-73-3
IUPAC Namebenzene-1,2,4-triol
Traditional Name1,2,4-benzenetriol
SMILESOC1=CC(O)=C(O)C=C1
InChI IdentifierInChI=1S/C6H6O3/c7-4-1-2-5(8)6(9)3-4/h1-3,7-9H
InChI KeyGGNQRNBDZQJCCN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydroxyquinols and derivatives. Hydroxyquinols and derivatives are compounds containing a 1,2,4-trihydroxybenzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassBenzenetriols and derivatives
Direct ParentHydroxyquinols and derivatives
Alternative Parents
Substituents
  • Hydroxyquinol derivative
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Polyol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility44.1 g/LALOGPS
logP0.26ALOGPS
logP1.06ChemAxon
logS-0.46ALOGPS
pKa (Strongest Acidic)9.39ChemAxon
pKa (Strongest Basic)-5.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area60.69 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity32 m³·mol⁻¹ChemAxon
Polarizability11.63 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-000f-4695000000-0e7b00d07e6a3c359568Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00fr-4293000000-a11381d4bdaefc83f2c3Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-004i-6900000000-54a0c4eb4c619c18738bNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0900000000-d44444d15ec9b6453a1eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-3900000000-522e71e126c4cece45cfNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0pb9-9100000000-df831dc9f466d0357fe5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0900000000-236a5b8cc88f6db25ec6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-2900000000-9ccecbf65ebe17091976Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-053r-9100000000-e1b9d720d7dd15d9891aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0900000000-5fac22aad109814b92ddNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-002f-9200000000-c9f30c8393a1943c70d1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9000000000-d4cb022eee41ee3db9aaNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-056r-0900000000-55d491036b0cd675dc6bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-9300000000-6afe8637582ac35d689aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0pcc-9000000000-78a1aa060545fd757f8fNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
1028.0Log mg/kg[580:1800]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
233BrushesPersonal care & cosmeticsNot Available
490Personal care & cosmeticsNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
523Gas Filled Discharge Tubes With Solid CathodeElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
538Thin Magnetic FilmsElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
555Bleaching AgentsHousehold cleaning & consumer productsNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
612Body Washing Or Cleaning ImplementsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
619Manicure PedicurePersonal care & cosmeticsNot Available
630ToysRecreation & sports surfacesNot Available
632ApparelTextiles, leather & furnishingsNot Available
638Decorating TextilesTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
652RopesTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)39.9366
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)28.9599
Click to view 3D structureTyrosinaseO42713Agaricus bisporusPredicted (SEA)1.32344
Tyrosinase structureClick to view 3D structureTyrosinaseP14679HumansPredicted (SEA)1.01204
Click to view 3D structureCarbonic anhydraseQ2PCB5Dicentrarchus labraxPredicted (SEA)0.0778492
Polyunsaturated fatty acid 5-lipoxygenase structureClick to view 3D structurePolyunsaturated fatty acid 5-lipoxygenaseP09917HumansPredicted (SEA)22.187
Protein deacetylase HDAC6 structureClick to view 3D structureProtein deacetylase HDAC6Q9UBN7HumansPredicted (SEA)82.6759
Click to view 3D structurePolyunsaturated fatty acid lipoxygenase ALOX15P16050HumansPredicted (SEA)2.10193
Click to view 3D structurePolyunsaturated fatty acid 5-lipoxygenaseP12527Rattus norvegicusPredicted (SEA)14.0129
Click to view 3D structureAldo-keto reductase family 1 member B1P07943Rattus norvegicusPredicted (SEA)10.5096
Click to view 3D structureAspartyl aminopeptidaseQ8I2J3Plasmodium falciparum 3D7Predicted (SEA)0.934191
Transthyretin structureClick to view 3D structureTransthyretinP02766HumansPredicted (SEA)3.89246
Click to view 3D structureXanthine dehydrogenase/oxidaseP80457Bos taurusPredicted (SEA)7.16213
Click to view 3D structure17-beta-hydroxysteroid dehydrogenase type 2P37059HumansPredicted (SEA)7.08428
Click to view 3D structureCarbonic anhydrase 5B, mitochondrialQ9Y2D0HumansPredicted (SEA)27.87
Click to view 3D structurePolyphenol oxidase 1Q00024Agaricus bisporusPredicted (SEA)0.233548
Click to view 3D structureAlpha-2A adrenergic receptorQ01338Mus musculusPredicted (SEA)0.155698
Click to view 3D structureAlpha-2C adrenergic receptorQ01337Mus musculusPredicted (SEA)0.155698
Tyrosine-protein kinase Lck structureClick to view 3D structureTyrosine-protein kinase LckP06239HumansPredicted (SEA)318.403
Click to view 3D structureGag-Pol polyproteinQ7ZJM1Human immunodeficiency virus 1Predicted (SEA)18.1389
Carbonic anhydrase 3 structureClick to view 3D structureCarbonic anhydrase 3P07451HumansPredicted (SEA)5.83869
Carbonic anhydrase 7 structureClick to view 3D structureCarbonic anhydrase 7P43166HumansPredicted (SEA)48.1887
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)83.9993
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)76.0587
Matrix metalloproteinase-9 structureClick to view 3D structureMatrix metalloproteinase-9P14780HumansPredicted (SEA)102.527
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0124831
FooDB IDFDB004373
Phenol Explorer IDNot Available
KNApSAcK IDC00031480
BiGG IDNot Available
BioCyc IDCPD-8130
METLIN IDNot Available
PDB IDHQN
Wikipedia LinkBenzene-1,2,4-triol
Chemspider ID10331
ChEBI ID16971
PubChem Compound ID10787
Kegg Compound IDC02814
YMDB IDNot Available
ECMDB IDM2MDB004411
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21396889
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=24578277
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=24803113
4. Cheminformatics Tools for Enabling Metabolomics, 2017 (PhD thesis)