Malachite Green

Identification

Name
Malachite Green
Accession Number
DB03895  (EXPT02168)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • malachite green cation
  • malachite green(1+)
External IDs
CI 42000
Categories
UNII
AWT9R95TV1
CAS number
10309-95-2
Weight
Average: 329.458
Monoisotopic: 329.20177381
Chemical Formula
C23H25N2
InChI Key
VFCNQNZNPKRXIT-UHFFFAOYSA-N
InChI
InChI=1S/C23H25N2/c1-24(2)21-14-10-19(11-15-21)23(18-8-6-5-7-9-18)20-12-16-22(17-13-20)25(3)4/h5-17H,1-4H3/q+1
IUPAC Name
4-{[4-(dimethylamino)phenyl](phenyl)methylidene}-N,N-dimethylcyclohexa-2,5-dien-1-iminium
SMILES
CN(C)C1=CC=C(C=C1)C(C1=CC=CC=C1)=C1C=CC(C=C1)=[N+](C)C

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UHTH-type transcriptional regulator QacRNot AvailableStaphylococcus haemolyticus
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
11295
PubChem Substance
46505481
ChemSpider
10821
BindingDB
214729
ChEBI
44107
ChEMBL
CHEMBL1181633
HET
MGR
Wikipedia
Malachite_green
PDB Entries
1jup / 1q8n / 3bqz / 3br0 / 3btc / 3btl / 3hti / 5vlg

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00138 mg/mLALOGPS
logP0.25ALOGPS
logP1.29ChemAxon
logS-5.4ALOGPS
pKa (Strongest Basic)4.52ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area6.25 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity131.58 m3·mol-1ChemAxon
Polarizability39.5 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.5643
Blood Brain Barrier+0.7198
Caco-2 permeable+0.6321
P-glycoprotein substrateNon-substrate0.5936
P-glycoprotein inhibitor INon-inhibitor0.6474
P-glycoprotein inhibitor IINon-inhibitor0.5747
Renal organic cation transporterNon-inhibitor0.5959
CYP450 2C9 substrateNon-substrate0.7272
CYP450 2D6 substrateNon-substrate0.7573
CYP450 3A4 substrateSubstrate0.5753
CYP450 1A2 substrateInhibitor0.5787
CYP450 2C9 inhibitorNon-inhibitor0.8225
CYP450 2D6 inhibitorNon-inhibitor0.5732
CYP450 2C19 inhibitorNon-inhibitor0.8028
CYP450 3A4 inhibitorNon-inhibitor0.667
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7973
Ames testNon AMES toxic0.9132
CarcinogenicityCarcinogens 0.8444
BiodegradationNot ready biodegradable0.9944
Rat acute toxicity2.5102 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9172
hERG inhibition (predictor II)Non-inhibitor0.7075
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Diphenylmethanes
Direct Parent
Diphenylmethanes
Alternative Parents
Dialkylarylamines / Aniline and substituted anilines / Secondary ketimines / Azomethines / Organopnictogen compounds / Hydrocarbon derivatives / Organic cations
Substituents
Diphenylmethane / Aniline or substituted anilines / Dialkylarylamine / Tertiary aliphatic/aromatic amine / Secondary ketimine / Azomethine / Tertiary amine / Organic nitrogen compound / Organopnictogen compound / Hydrocarbon derivative
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
iminium ion (CHEBI:44107)

Targets

Kind
Protein
Organism
Staphylococcus haemolyticus
Pharmacological action
Unknown
General Function
Transcription factor activity, sequence-specific dna binding
Specific Function
Transcriptional repressor of qacA. Binds to IR1, an unusually long 28 bp operator, which is located downstream from the qacA promoter and overlaps its transcription start site. QacR is induced from...
Gene Name
qacR
Uniprot ID
P0A0N5
Uniprot Name
HTH-type transcriptional regulator QacR
Molecular Weight
22174.175 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on November 02, 2018 05:46