4-Hydroxy-2,2,6,6-tetramethylpiperidin-1-yl)oxidanyl (CED0003620)

Record Information
Version1.0
Creation Date2026-03-27 01:57:14 UTC
Update Date2026-04-17 19:55:32 UTC
Accession NumberCHEM057038
Identification
Common Name4-Hydroxy-2,2,6,6-tetramethylpiperidin-1-yl)oxidanyl
ClassSmall Molecule
Description
4-Hydroxy-2,2,6,6-tetramethylpiperidin-1-yl)oxidanyl belongs to the piperidines, a class of organoheterocyclic compounds within the organic compounds. This compound has the chemical formula C9H18N1O2 and an average molecular weight of 172.25 g/mol. In biological systems, it acts as a modulator of the protein target Superoxide dismutase [Cu-Zn] (SOD1). The compound has been identified in or released from 19 recorded sources across several sectors. Within drinking water and water supply, it is found in tap water, bottled water, desalinated water, and general drinking water. It is present in aquatic systems and sediments, including seawater, freshwater, groundwater, and surface water. In the sector of wastewater, sanitation, and biosolids, it is recorded in unspecified wastewater, mine wastewater, wastewater treatment effluent, and industrial wastewater. Additionally, it is associated with appliances, HVAC, and refrigerants, specifically water heaters and water coolers. In the marine, shipping, and aquaculture sector, it is found in bilge water and ballast water, while in agriculture and land management, it is present in irrigation water. Two other sectors have also recorded its presence. Human exposure to 4-Hydroxy-2,2,6,6-tetramethylpiperidin-1-yl)oxidanyl occurs through the recorded routes of touch, oral ingestion, and inhalation.
Contaminant Type
  • PMT
Chemical Structure
Synonyms
ValueSource
4-Hydroxy-2,2,6,6-tetramethylpiperidine-N-oxylMeSH
TanolMeSH
2,2,6,6-Tetramethyl-4-piperidinol-N-oxylMeSH
4-Hydroxy-1-oxyl-2,2,6,6-tetramethylpiperidineMeSH
4-Hydroxy-2,2,6,6-tetramethylpiperidinoxy radicalMeSH
TMPNMeSH
Nitroxide 4-hydroxy-2,2,6,6-tetramethylpiperidinyl-N-oxylMeSH
Nitroxyl-2 (2,2,6,6-tetramethyl 4-oxypiperidine)-1-oxylMeSH
4-Hydroxy-2,2,6,6-tetramethylpiperidinyl-1-oxyMeSH
HyTEMPOMeSH
N-Oxyl-2,2,6,6-tetramethylpiperidineMeSH
Chemical FormulaC9H18N1O2
Average Molecular Mass172.248 g/mol
Monoisotopic Mass172.134 g/mol
CAS Registry Number105269-77-0;119227-61-1;13075-58-6;3174-32-1;38854-37-4;68541-96-8;900145-52-0;908588-62-5
IUPAC Name(4-hydroxy-2,2,6,6-tetramethylpiperidin-1-yl)oxidanyl
Traditional Name4-Hydroxy-TEMPO
SMILESCC1(C)CC(O)CC(C)(C)N1[O]
InChI IdentifierInChI=1S/C9H18NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h7,11H,5-6H2,1-4H3
InChI KeyUZFMOKQJFYMBGY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as piperidines. Piperidines are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPiperidines
Sub ClassNot Available
Direct ParentPiperidines
Alternative Parents
Substituents
  • Piperidine
  • Secondary alcohol
  • Azacycle
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
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 Solubility125 g/LALOGPS
logP0.6ALOGPS
logP0.22ChemAxon
logS-0.14ALOGPS
pKa (Strongest Acidic)15.14ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area23.47 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity47.17 m³·mol⁻¹ChemAxon
Polarizability19.3 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0a4i-9300000000-3c610b25c670c0d82541Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot 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 Spectrumsplash10-0ab9-0900000000-3de8cd53938907c5e547Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ab9-1900000000-b72278d2caf39e5194abNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ab9-9800000000-3f95c6dc388af717864eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0900000000-b98b89f63242b14264d6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fk9-0900000000-087c731a7922e23ca441Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-9200000000-2fc31675c8aa88a2218dNot 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
1190.0Log mg/kg[670:2100]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
3Irrigation waterAgriculture & land managementNot Available
27Water CoolersAppliances, HVAC & refrigerantsNot Available
43Water heatersAppliances, HVAC & refrigerantsNot Available
50GroundwaterAquatic systems & sedimentsNot Available
51Surface waterAquatic systems & sedimentsNot Available
52SeawaterAquatic systems & sedimentsNot Available
53FreshwaterAquatic systems & sedimentsNot Available
70Stormwater runoffAutomotive & urban infrastructureNot Available
88Waterproofing spraysBuilding & ConstructionNot Available
115Drinking waterDrinking water & water supplyNot Available
116Tap waterDrinking water & water supplyNot Available
117Bottled waterDrinking water & water supplyNot Available
118Desalinated waterDrinking water & water supplyNot Available
181Ballast waterMarine, shipping & aquacultureNot Available
182Bilge waterMarine, shipping & aquacultureNot Available
468Industrial wastewaterWastewater, sanitation & biosolidsNot Available
470Wastewater treatment effluentWastewater, sanitation & biosolidsNot Available
475Mine wastewaterWastewater, sanitation & biosolidsNot Available
477Wastewater, unspecifiedWastewater, sanitation & biosolidsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureGamma-aminobutyric acid receptor subunit alpha-4P28471Rattus norvegicusPredicted (SEA)4.51525
Click to view 3D structureCholine trimethylamine-lyaseQ30W70Desulfovibrio alaskensisPredicted (SEA)0.544945
Click to view 3D structureExtended-spectrum beta-lactamase PER-6D5HSX5Aeromonas allosaccharophilaPredicted (SEA)2.41333
Click to view 3D structureADC-14 proteinQ0VTR6Acinetobacter genomosp. 3Predicted (SEA)2.41333
Click to view 3D structureBeta-lactamase SHV-11Q7X575Escherichia coliPredicted (SEA)2.41333
Click to view 3D structureADC-16 proteinQ0VTR8Acinetobacter genomosp. 3Predicted (SEA)2.41333
G-protein coupled bile acid receptor 1 structureClick to view 3D structureG-protein coupled bile acid receptor 1Q8TDU6HumansPredicted (SEA)1217.56
Sex hormone-binding globulin structureClick to view 3D structureSex hormone-binding globulinP04278HumansPredicted (SEA)77.3043
Click to view 3D structureGlucose-6-phosphate 1-dehydrogenaseQ9GRG7Trypanosoma bruceiPredicted (SEA)28.0257
Corticosteroid-binding globulin structureClick to view 3D structureCorticosteroid-binding globulinP08185HumansPredicted (SEA)56.285
Click to view 3D structureDipeptidase 1P22412Sus scrofaPredicted (SEA)6.61718
Click to view 3D structureSerine/threonine-protein phosphatase 2A 65 kDa regulatory subunit A alpha isoformQ76MZ3Mus musculusPredicted (SEA)3.03612
Maltase-glucoamylase structureClick to view 3D structureMaltase-glucoamylaseO43451HumansPredicted (SEA)122.457
Click to view 3D structureAndrogen receptorP15207Rattus norvegicusPredicted (SEA)1382.45
Click to view 3D structureSex hormone-binding globulinP08689Rattus norvegicusPredicted (SEA)29.1156
Click to view 3D structureSucrase-isomaltase, intestinalP23739Rattus norvegicusPredicted (SEA)38.1461
Click to view 3D structureAlpha-1,2-mannosidase (BT_3990)Q8A0N1Bacteroides thetaiotaomicronPredicted (SEA)8.48557
11-beta-hydroxysteroid dehydrogenase 1 structureClick to view 3D structure11-beta-hydroxysteroid dehydrogenase 1P28845HumansPredicted (SEA)3699.08
Click to view 3D structureAdenosine receptor A1Q60612Mus musculusPredicted (SEA)1884.57
Aldo-keto reductase family 1 member B10 structureClick to view 3D structureAldo-keto reductase family 1 member B10O60218HumansPredicted (SEA)2196.83
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)7679.51
Androgen receptor structureClick to view 3D structureAndrogen receptorP10275HumansPredicted (SEA)5782.64
Beta-lactamase TEM structureClick to view 3D structureBeta-lactamase TEMP62593Escherichia coliPredicted (SEA)84.2329
Click to view 3D structureBeta-hexosaminidaseQ9HZK0Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228)Predicted (SEA)14.48
Beta-lactamase structureClick to view 3D structureBeta-lactamaseP05364Enterobacter cloacaePredicted (SEA)49.3564
Concentrations
Not Available
External Links
DrugBank IDDB12449
HMDB IDHMDB0258807
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia Link4-Hydroxy-TEMPO
Chemspider ID121639
ChEBI IDNot Available
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References