ContaminantDB: Hexamidine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-06-03 11:27:04 UTC

Update Date

2016-11-09 01:23:01 UTC

Accession Number

CHEM043929

Identification

Common Name

Hexamidine

Class

Small Molecule

Description

Contaminant Sources

STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4,4'-(1,6-Hexanediylbis(oxy))bis-benzenecarboximidamide	ChEBI
4,4'-(Hexamethylenedioxy)dibenzamidine	ChEBI
Hexamidina	ChEBI
Hexamidinum	ChEBI
Ophtamedine	MeSH
1,6-Di(para-amidinophenoxy)hexane	MeSH
1,6-Di-(4-amidinophenoxy)hexane	MeSH
Hexaseptine	MeSH
Hexomedin	MeSH
Rhône-poulenc rorer brand name OF hexamidine isetionate	MeSH
Hexamidine diisethionate	MeSH
Hexamidine isethionate	MeSH
Désomédine	MeSH
Hexomedin N	MeSH
Hexomedine	MeSH
Laryngomedin N	MeSH
Hexamidine dihydrochloride	MeSH

Chemical Formula

C₂₀H₂₆N₄O₂

Average Molecular Mass

354.446 g/mol

Monoisotopic Mass

354.206 g/mol

CAS Registry Number

3811-75-4

IUPAC Name

4-{[6-(4-carbamimidoylphenoxy)hexyl]oxy}benzene-1-carboximidamide

Traditional Name

hexamidine

SMILES

NC(=N)C1=CC=C(OCCCCCCOC2=CC=C(C=C2)C(N)=N)C=C1

InChI Identifier

InChI=1S/C20H26N4O2/c21-19(22)15-5-9-17(10-6-15)25-13-3-1-2-4-14-26-18-11-7-16(8-12-18)20(23)24/h5-12H,1-4,13-14H2,(H3,21,22)(H3,23,24)

InChI Key

OQLKNTOKMBVBKV-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Carboximidamide
Ether
Carboxylic acid amidine
Amidine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ether (CHEBI:87184 )
guanidines (CHEBI:87184 )
polyether (CHEBI:87184 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	1.77	ALOGPS
logP	2.77	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	12.13	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	118.2 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	125.13 m³·mol⁻¹	ChemAxon
Polarizability	40.85 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-0921000000-e1defb75714a63dcce8c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0119000000-3ccc09d09906f24dea1d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05n0-1659000000-f2a4952ff2b24d34e923	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-4900000000-22cccc3886b79c886515	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0309000000-36f82c865ed142473849	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0f79-0904000000-373f732954247ed655ff	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-3900000000-5dc637a46ed221466446	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB03808

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Hexamidine

Chemspider ID

Not Available

ChEBI ID

87184

PubChem Compound ID

65130

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=25169145

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=25779009

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=26235920

Hexamidine (CHEM043929)

Structure for CHEM043929: Hexamidine