| Common Name |
Chlorhexidine
| Description |
Chlorhexidine is only found in individuals that have used or taken this drug. It is a disinfectant and topical anti-infective agent used also as mouthwash to prevent oral plaque. [PubChem]Chlorhexidines antimicrobial effects are associated with the attractions between chlorhexidine (cation) and negatively charged bacterial cells. After chlorhexidine is absorpted onto the organisms cell wall, it disrupts the integrity of the cell membrane and causes the leakage of intracellliar components of the organisms.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
| Synonyms |
| Value |
Source |
1,1'-Hexamethylene bis(5-(P-chlorophenyl)biguanide)ChEBI
N,N'-bis(4-chlorophenyl)-3,12-diimino-2,4,11,13-tetraazatetradecanediimidamideChEBI
CloresidinaHMDB
| Chemical Formlia |
C22H30Cl2N10
| Average Molecliar Weight |
505.447
| Monoisotopic Molecliar Weight |
504.203196424
| IUPAC Name |
N-(4-chlorophenyl)-1-3-(6-{N-[3-(4-chlorophenyl)carbamimidamidomethanimidoyl]amino}hexyl)carbamimidamidomethanimidamide
| Traditional Name |
chlorhexidine
| CAS Registry Number |
55-56-1
| SMILES |
ClC1=CC=C(NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NC2=CC=C(Cl)C=C2)C=C1
| InChI Identifier |
InChI=1S/C22H30Cl2N10/c23-15-5-9-17(10-6-15)31-21(27)33-19(25)29-13-3-1-2-4-14-30-20(26)34-22(28)32-18-11-7-16(24)8-12-18/h5-12H,1-4,13-14H2,(H5,25,27,29,31,33)(H5,26,28,30,32,34)
| InChI Key |
GHXZTYHSJHQHIJ-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of organic compounds known as chlorobenzenes. These are compounds containing one or more chlorine atoms attached to a benzene moiety.
| Kingdom |
Organic compounds
| Super Class |
Benzenoids
| Class |
Benzene and substituted derivatives
| Sub Class |
Halobenzenes
| Direct Parent |
Chlorobenzenes
| Alternative Parents |
Biguanides
Aryl chlorides
Propargyl-type 1,3-dipolar organic compounds
Carboximidamides
Organopnictogen compounds
Organochlorides
Imines
Hydrocarbon derivatives
| Substituents |
Biguanide
Chlorobenzene
Aryl chloride
Aryl halide
Guanidine
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Organohalogen compound
Imine
Organic nitrogen compound
Hydrocarbon derivative
Organochloride
Organonitrogen compound
Organopnictogen compound
Aromatic homomonocyclic compound
| Molecliar Framework |
Aromatic homomonocyclic compounds
| External Descriptors |
monochlorobenzenes (CHEBI:3614 )
biguanides (CHEBI:3614 )
| Ontology |
| Status |
Detected but not Quantified
| Origin |
Drug
| Biofunction |
Anti-Bacterial Agents
Anti-Infective Agents, Local
Anti-Infectives
Disinfectants
Mouthwashes
| Application |
Pharmaceutical
| Cellliar locations |
Cytoplasm
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point134 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility2.61e-02 g/LNot Available
LogP3Not Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.026 mg/mLALOGPS
logP2.71ALOGPS
logP4.51ChemAxon
logS-4.3ALOGPS
pKa (Strongest Basic)10.52ChemAxon
Physiological Charge4ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area167.58 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity181.71 m3·mol-1ChemAxon
Polarizability54.6 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
| Biological Properties |
| Cellliar Locations |
Cytoplasm
| Biofluid Locations |
Blood
Saliva
Urine
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Biofluid |
Status |
Age |
Condition |
Reference |
Details |
BloodExpected but not Quantified Not AvailableNot AvailableTaking drug identified by DrugBank entry DB00878
21059682
details
SalivaDetected but not Quantified Adlit (>18 years old)Not SpecifiedNormal
12097436
details
UrineExpected but not Quantified Not AvailableNot AvailableTaking drug identified by DrugBank entry DB00878
21059682
details
|
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
DB00878
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
Not Available
| KNApSAcK ID |
Not Available
| Chemspider ID |
2612
| KEGG Compound ID |
C06902
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Chlorhexidine
| NuGOwiki Link |
HMDB15016
| Metagene Link |
HMDB15016
| METLIN ID |
Not Available
| PubChem Compound |
2713
| PDB ID |
Not Available
| ChEBI ID |
3614
Product: Pixantrone (dimaleate)
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
Not Available |
Enzymes
- General function:
- Involved in histamine N-methyltransferase activity
- Specific function:
- Inactivates histamine by N-methylation. Plays an important role in degrading histamine and in regulating the airway response to histamine.
- Gene Name:
- HNMT
- Uniprot ID:
- P50135
- Molecular weight:
- 6045.9
References
- Harle DG, Baldo BA: Structural features of potent inhibitors of rat kidney histamine N-methyltransferase. Biochem Pharmacol. 1988 Feb 1;37(3):385-8. [PubMed:3337739 ]
PMID: 2922062
