polihexanide (CED0011309)

Record Information
Version1.0
Creation Date2016-06-03 12:56:41 UTC
Update Date2026-08-24 18:12:31 UTC
Accession NumberCHEM045215
Identification
Common Namepolihexanide
ClassSmall Molecule
Description
Polihexanide is an organic nitrogen compound with the chemical formula C8H19N5 and an average molecular weight of 185.28 g/mol. Polihexanide belongs to the guanidines, a subclass of organonitrogen compounds within the organic compounds. This compound is found in or released from four recorded sources, including agriculture and land management as pesticides, building and construction in floors, and healthcare, pharmaceuticals and veterinary products as antiinfectives and antiseptics and disinfectants. Recorded exposure routes for polihexanide include oral, topical, inhalation, ophthalmic, and extracorporeal.
Contaminant Type
  • Pesticide
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
VantocilHMDB
PolyhexamethylenbiguanidHMDB
Polyhexamethylene biguanide hydrochlorideHMDB
PolyhexanideHMDB
PolyhexamethylenbiguanideHMDB
PHMB PolymerHMDB
Polihexanide hydrochlorideHMDB
Poly(hexamethylene biguanide)HMDB
LavaseptHMDB
Vantocil ib OF vantocilHMDB
Poly(hexamethylenebiguanide) hydrochlorideHMDB
Poly(iminocarbonimidoyliminocarbonimidoylimino-1,6-hexanediyl) hydrochlorideHMDB
Polyhexamethylen-biguanideHMDB
Polyhexamethylene biguanideHMDB
BaquacilHMDB
CosmocilHMDB
PolihexanideMeSH
Chemical FormulaC8H19N5
Average Molecular Mass185.275 g/mol
Monoisotopic Mass185.164 g/mol
CAS Registry Number28757-47-3
IUPAC Name1-carbamimidamido-N-hexylmethanimidamide
Traditional Name1-carbamimidamido-N-hexylmethanimidamide
SMILESCCCCCCNC(=N)NC(N)=N
InChI IdentifierInChI=1S/C8H19N5/c1-2-3-4-5-6-12-8(11)13-7(9)10/h2-6H2,1H3,(H6,9,10,11,12,13)
InChI KeyVAZJLPXFVQHDFB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as biguanides. These are organic compounds containing two N-linked guanidines.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassGuanidines
Direct ParentBiguanides
Alternative Parents
Substituents
  • Biguanide
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidamide
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Imine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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 Solubility0.31 g/LALOGPS
logP-0.36ALOGPS
logP1.03ChemAxon
logS-2.8ALOGPS
pKa (Strongest Basic)11.97ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area97.78 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity74.42 m³·mol⁻¹ChemAxon
Polarizability21.8 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-01ox-9400000000-22cf378e1504489a8958Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-2900000000-b5a9ee8393c2fbcf0bfbNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03du-9700000000-73cf841565ebfe978842Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03dl-9000000000-87fd6406578119e29d8bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-1900000000-7ab2ff8b7d06d8b85084Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udl-3900000000-79b89919f5970ab876caNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0pbc-9200000000-a7ff6b6339b57d482aebNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-1900000000-ff5e587239537cb7cb4bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ikl-9400000000-24e38871ac608da8d793Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9100000000-88b3580353ff388cca69Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-1900000000-55bbd60cc5d08c85663dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9000000000-9ba8292224790e538ce6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9000000000-ae0a02c8cb271b36ef02Not AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot 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
8251.0Log mg/kg[4600:15000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
7PesticidesAgriculture & land managementNot Available
312Antiseptics and disinfectantsHealthcare, pharmaceuticals & veterinary productsNot Available
395AntiinfectivesHealthcare, pharmaceuticals & veterinary productsNot Available
497FloorsBuilding & ConstructionNot Available
Pathways
1 pathway
Polihexanide Drug Metabolism Action Pathway
Polihexanide Drug Metabolism Action Pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureDeoxyhypusine synthaseQ9GSW0Plasmodium falciparumPredicted (SEA)0.0778492
Click to view 3D structurePolyamine oxidase 1O64411Zea maysPredicted (SEA)0.155698
Click to view 3D structureDeoxyhypusine synthaseQ6AY53Rattus norvegicusPredicted (SEA)0.155698
Click to view 3D structureMethionine--tRNA ligaseA0A3N3ZFK4Enterococcus faecalisPredicted (SEA)0.467095
Click to view 3D structureMethionine--tRNA ligaseP67578Staphylococcus aureus (strain Mu50 / ATCC 700699)Predicted (SEA)0.467095
All-trans-retinol dehydrogenase [NAD(+)] ADH7 structureClick to view 3D structureAll-trans-retinol dehydrogenase [NAD(+)] ADH7P40394HumansPredicted (SEA)1.08989
Click to view 3D structurePutative agmatine deiminaseQ8DW17Streptococcus mutans serotype c (strain ATCC 700610 / UA159)Predicted (SEA)0.0778492
Click to view 3D structureTransient receptor potential cation channel subfamily V member 2Q9WUD2Rattus norvegicusPredicted (SEA)17.9053
Click to view 3D structureCannabinoid receptor 1P20272Rattus norvegicusPredicted (SEA)54.4945
Click to view 3D structureAcid ceramidaseQ6P7S1Rattus norvegicusPredicted (SEA)4.98235
Nitric oxide synthase, inducible structureClick to view 3D structureNitric oxide synthase, inducibleP35228HumansPredicted (SEA)7.94062
Click to view 3D structureAcidic phospholipase A2 CM-IP00602Naja mossambicaPredicted (SEA)20.0851
Click to view 3D structureFatty-acid amide hydrolase 1P97612Rattus norvegicusPredicted (SEA)118.72
Glycogen synthase kinase-3 beta structureClick to view 3D structureGlycogen synthase kinase-3 betaP49841HumansPredicted (SEA)1477.19
Dual specificity tyrosine-phosphorylation-regulated kinase 1A structureClick to view 3D structureDual specificity tyrosine-phosphorylation-regulated kinase 1AQ13627HumansPredicted (SEA)1192.65
Peroxisome proliferator-activated receptor alpha structureClick to view 3D structurePeroxisome proliferator-activated receptor alphaQ07869HumansPredicted (SEA)190.653
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)956.767
Ubiquitin-conjugating enzyme E2 N structureClick to view 3D structureUbiquitin-conjugating enzyme E2 NP61088HumansPredicted (SEA)3.58106
Deoxyhypusine synthase structureClick to view 3D structureDeoxyhypusine synthaseP49366HumansPredicted (SEA)0.389246
Replicase polyprotein 1ab structureClick to view 3D structureReplicase polyprotein 1abP0DTD1SARS-CoV-2Predicted (SEA)254.489
Click to view 3D structureFarnesyl pyrophosphate synthaseQ0GKD7Leishmania donovaniPredicted (SEA)5.91654
Cannabinoid receptor 1 structureClick to view 3D structureCannabinoid receptor 1P21554HumansPredicted (SEA)384.342
Click to view 3D structureATP-dependent molecular chaperone HSP82C4YTQ8Candida albicans (strain WO-1) (Yeast)Predicted (SEA)257.214
5-hydroxytryptamine receptor 1A structureClick to view 3D structure5-hydroxytryptamine receptor 1AP08908HumansPredicted (SEA)1379.8
Transient receptor potential cation channel subfamily V member 1 structureClick to view 3D structureTransient receptor potential cation channel subfamily V member 1Q8NER1HumansPredicted (SEA)219.691
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0245739
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPolyhexanide
Chemspider ID19733
ChEBI IDNot Available
PubChem Compound ID20977
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26.