DEQUALINIUM (CED0008430)

Record Information
Version1.0
Creation Date2016-06-03 10:26:15 UTC
Update Date2026-08-22 10:18:22 UTC
Accession NumberCHEM042929
Identification
Common NameDEQUALINIUM
ClassSmall Molecule
Description
DEQUALINIUM is an organic compound with the formula C30H40N4 and an average molecular weight of 456.67 g/mol. DEQUALINIUM belongs to the aminoquinolines and derivatives, a subclass of quinolines and derivatives within the organic compounds. It is categorized as an organoheterocyclic compound and serves several industrial roles, functioning as a pharmaceutical, biocide, and deodorizer. The compound is found in or released from ten recorded sources across various sectors. Within healthcare, pharmaceuticals, and veterinary products, it is used in throat preparations, gynecologicals, and antiseptics and disinfectants. In food and cookware applications, it is utilized for food preservation. Its presence in household cleaning and consumer products includes soap detergents, perfumes within detergents and soaps, tobacco smoke filters, tobacco pipes, and non-electric simulated smoking devices. Additionally, it is associated with electrically stimulated smoking devices in electrical and electronic equipment. Recorded exposure routes for the compound include oral, buccal, and vaginal pathways. At the molecular level, DEQUALINIUM interacts with 21 recorded protein targets. It acts as an antagonist and serves as an inhibitor, blocker, modulator, or regulator for several proteins, including the HTH-type transcriptional regulator QacR (qacR), Calcium-activated potassium channel subunit alpha-1 (KCNMA1), Cyclic nucleotide-gated channel alpha-1 (CNGA1), and E3 ubiquitin-protein ligase XIAP, as well as 17 other proteins.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
Acetate, dequaliniumMeSH
Dequalinium dichlorideMeSH
Dequalinium diundecenoateMeSH
Di-10-undecenoate, dequaliniumMeSH
Diiodide, dequaliniumMeSH
Ravensberg brand OF dequalinium chlorideMeSH
Wellspring brand OF dequalinium chlorideMeSH
Ratiopharm brand OF dequalinium chlorideMeSH
Allen and hanburys brand OF dequalinium chlorideMeSH
Chloride, dequaliniumMeSH
Dequalinium diacetateMeSH
Dequalinium dibromideMeSH
Dequalinium diiodideMeSH
Dibromide, dequaliniumMeSH
Dichloride, dequaliniumMeSH
Diundecenoate, dequaliniumMeSH
Dynexan-MHPMeSH
EvazolMeSH
FluomycinMeSH
LaboseptMeSH
MaltylMeSH
Nourypharma brand OF dequalinium chlorideMeSH
Vemedia brand OF dequalinium chlorideMeSH
Dequalinium acetateMeSH
Dequalinium chlorideMeSH
Dequalinium di-10-undecenoateMeSH
GargilonMeSH
Gurgellösung-ratiopharmMeSH
SorotMeSH
Boots brand OF dequalinium chlorideMeSH
DecamineMeSH
Diacetate, dequaliniumMeSH
Dynexan MHPMeSH
Inibsa brand OF dequalinium chlorideMeSH
LAB brand OF dequalinium chlorideMeSH
Merckle brand OF dequalinium chlorideMeSH
SolvidontMeSH
DequadinMeSH
Gurgellösung ratiopharmMeSH
Chemical FormulaC30H40N4
Average Molecular Mass456.665 g/mol
Monoisotopic Mass456.325 g/mol
CAS Registry Number522-51-0
IUPAC Name4-amino-1-[10-(4-amino-2-methylquinolin-1-ium-1-yl)decyl]-2-methylquinolin-1-ium
Traditional Namedequadin
SMILESCC1=CC(N)=C2C=CC=CC2=[N+]1CCCCCCCCCC[N+]1=C(C)C=C(N)C2=C1C=CC=C2
InChI IdentifierInChI=1S/C30H38N4/c1-23-21-27(31)25-15-9-11-17-29(25)33(23)19-13-7-5-3-4-6-8-14-20-34-24(2)22-28(32)26-16-10-12-18-30(26)34/h9-12,15-18,21-22,31-32H,3-8,13-14,19-20H2,1-2H3/p+2
InChI KeyPCSWXVJAIHCTMO-UHFFFAOYSA-P
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 4-aminoquinolines. These are organic compounds containing an amino group attached to the 4-position of a quinoline ring system.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassAminoquinolines and derivatives
Direct Parent4-aminoquinolines
Alternative Parents
Substituents
  • 4-aminoquinoline
  • Aminopyridine
  • Methylpyridine
  • Pyridine
  • Pyridinium
  • Benzenoid
  • Heteroaromatic compound
  • Azacycle
  • Organic nitrogen compound
  • Amine
  • Primary amine
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic cation
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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 Solubility4.8e-07 g/LALOGPS
logP0.16ALOGPS
logP-3.6ChemAxon
logS-9ALOGPS
pKa (Strongest Basic)-0.34ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area59.8 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity147 m³·mol⁻¹ChemAxon
Polarizability56.76 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0000900000-b410aa8320788e0121adNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0000900000-6fd0839920f898a16a8dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-6940700000-2a368941c2a82c7d54ecNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0000900000-0e043bdb7cec8745f3ddNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0000900000-ec6da12c558c39cc466aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0300900000-e5851b57100152f29b81Not 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
253.0Log mg/kg[140:450]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
233BrushesPersonal care & cosmeticsNot Available
312Antiseptics and disinfectantsHealthcare, pharmaceuticals & veterinary productsNot Available
316GynecologicalsHealthcare, pharmaceuticals & veterinary productsNot Available
390Throat preparationsHealthcare, pharmaceuticals & veterinary productsNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
566Tobacco PipesHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
605Pest RepellantsAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
612Body Washing Or Cleaning ImplementsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
Pathways
2 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureSmall conductance calcium-activated potassium channel protein 3Q9UGI6HumansPredicted (SEA)0.155698
Click to view 3D structureSmall conductance calcium-activated potassium channel protein 3P70605Rattus norvegicusPredicted (SEA)0.155698
Acetylcholinesterase structureClick to view 3D structureAcetylcholinesteraseP22303HumansPredicted (SEA)791.804
Cholinesterase structureClick to view 3D structureCholinesteraseP06276HumansPredicted (SEA)884.679
Click to view 3D structureAcetylcholinesteraseO42275Electrophorus electricusPredicted (SEA)1253.29
Small ubiquitin-related modifier 1 structureClick to view 3D structureSmall ubiquitin-related modifier 1P63165HumansPredicted (SEA)576.006
Click to view 3D structureAcetylcholinesteraseP21836Mus musculusPredicted (SEA)511.314
Serine/threonine-protein kinase Chk1 structureClick to view 3D structureSerine/threonine-protein kinase Chk1O14757HumansPredicted (SEA)4670.33
Click to view 3D structureATP-dependent molecular chaperone HSP82C4YTQ8Candida albicans (strain WO-1) (Yeast)Predicted (SEA)1650.17
Serine/threonine-protein kinase pim-1 structureClick to view 3D structureSerine/threonine-protein kinase pim-1P11309HumansPredicted (SEA)5150.04
Histone deacetylase 3 structureClick to view 3D structureHistone deacetylase 3O15379HumansPredicted (SEA)2759.21
Click to view 3D structureAcetylcholinesteraseP04058Torpedo californicaPredicted (SEA)306.804
Click to view 3D structurePutative amino acid permease/transporterD5FGE8Trypanosoma cruziPredicted (SEA)20.7857
Induced myeloid leukemia cell differentiation protein Mcl-1 structureClick to view 3D structureInduced myeloid leukemia cell differentiation protein Mcl-1Q07820HumansPredicted (SEA)2653.49
Tyrosine-protein kinase Fyn structureClick to view 3D structureTyrosine-protein kinase FynP06241HumansPredicted (SEA)5423.44
Alpha-2B adrenergic receptor structureClick to view 3D structureAlpha-2B adrenergic receptorP18089HumansPredicted (SEA)3274.57
Tyrosine-protein kinase Lck structureClick to view 3D structureTyrosine-protein kinase LckP06239HumansPredicted (SEA)6141.37
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)5342.17
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)5530.02
Vascular endothelial growth factor receptor 1 structureClick to view 3D structureVascular endothelial growth factor receptor 1P17948HumansPredicted (SEA)5421.5
Fibroblast growth factor receptor 1 structureClick to view 3D structureFibroblast growth factor receptor 1P11362HumansPredicted (SEA)5893.58
Histone deacetylase 2 structureClick to view 3D structureHistone deacetylase 2Q92769HumansPredicted (SEA)3892.93
Histone deacetylase 1 structureClick to view 3D structureHistone deacetylase 1Q13547HumansPredicted (SEA)4883.48
5-hydroxytryptamine receptor 2B structureClick to view 3D structure5-hydroxytryptamine receptor 2BP41595HumansPredicted (SEA)5472.33
Casein kinase I isoform alpha structureClick to view 3D structureCasein kinase I isoform alphaP48729HumansPredicted (SEA)5599.46
Concentrations
Not Available
External Links
DrugBank IDDB04209
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkDequalinium
Chemspider IDNot Available
ChEBI ID41872
PubChem Compound ID2993
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References