C.I. Basic Green 4 (CHEM004269)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 01:39:29 UTC
Update Date2016-11-09 01:09:19 UTC
Accession NumberCHEM004269
Identification
Common NameC.I. Basic Green 4
ClassSmall Molecule
DescriptionAn organic chloride salt that is the monochloride salt of malachite green cation. Used as a green-coloured dye, as a counter-stain in histology, and for its anti-fungal properties in aquaculture.
Contaminant Sources
  • Clean Air Act Chemicals
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(4-(4-Dimethylaminobenzhydriylidene)cyclohexa-2,5-dienylidene)dimethylammonium chlorideChEBI
(4-(alpha-(4-Dimethylamino)phenyl)benzylidene)cyclohexa-2,5-dien-1-ylidene dimethylammonium chlorideChEBI
Basic green 4ChEBI
C.I. 42000ChEBI
C.I. basic green 4ChEBI
CI 42000ChEBI
CI basic green 4ChEBI
Diamond green bChEBI
Malachite green chlorideChEBI
Malachite green chloride saltChEBI
Victoria green bChEBI
(4-(a-(4-Dimethylamino)phenyl)benzylidene)cyclohexa-2,5-dien-1-ylidene dimethylammonium chlorideGenerator
(4-(Α-(4-dimethylamino)phenyl)benzylidene)cyclohexa-2,5-dien-1-ylidene dimethylammonium chlorideGenerator
Malachite green, oxalate (2:1)MeSH
Malachite green benzoateMeSH
(4-(4-(Dimethylamino) alpha-phenylbenzylidene)-2,5- cyclohexadien-1-ylidene)dimethylammonium chlorideMeSH
Malachite green, hydrogen sulfateMeSH
Malachite green, oxalate (1:1)MeSH
Malachite green, acetate saltMeSH
Malachite green, oxalate (4:1)MeSH
Malachite greenMeSH
Chemical FormulaC23H25ClN2
Average Molecular Mass364.920 g/mol
Monoisotopic Mass364.171 g/mol
CAS Registry Number569-64-2
IUPAC Name4-{[4-(dimethylamino)phenyl](phenyl)methylidene}-N,N-dimethylcyclohexa-2,5-dien-1-iminium chloride
Traditional Namemalachite green chloride
SMILES[Cl-].CN(C)C1=CC=C(C=C1)C(C1=CC=CC=C1)=C1C=CC(C=C1)=[N+](C)C
InChI IdentifierInChI=1S/C23H25N2.ClH/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;1H/q+1;/p-1
InChI KeyFDZZZRQASAIRJF-UHFFFAOYSA-M
Chemical Taxonomy
Description belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassDiphenylmethanes
Direct ParentDiphenylmethanes
Alternative Parents
Substituents
  • Diphenylmethane
  • Tertiary aliphatic/aromatic amine
  • Aniline or substituted anilines
  • Dialkylarylamine
  • Azomethine
  • Secondary ketimine
  • Tertiary amine
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organic salt
  • Organic chloride salt
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic nitrogen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0016 g/LALOGPS
logP-0.13ALOGPS
logP1.29ChemAxon
logS-5.3ALOGPS
pKa (Strongest Basic)4.52ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area6.25 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity131.58 m³·mol⁻¹ChemAxon
Polarizability39.58 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0009000000-dd09e81faab1b282d3a0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0009000000-dd09e81faab1b282d3a0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-0009000000-dd09e81faab1b282d3a0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-0989f98fcfeea978913eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0009000000-0989f98fcfeea978913eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-0009000000-0989f98fcfeea978913eSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
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 LinkMalachite_green
Chemspider IDNot Available
ChEBI ID72449
PubChem Compound ID11294
Kegg Compound IDC18367
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=22236952
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=22526306
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=22623907
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23122763
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23199816
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23203820
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23286983
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23296502
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23323052
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=25128680
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=25218224
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=25236201
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=25409587
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=25441361
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=25462308
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=25497025
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=25542168
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=25697373
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=25699703
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=25748983
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=25757145
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=25938698
23. https://www.ncbi.nlm.nih.gov/pubmed/?term=25945894
24. https://www.ncbi.nlm.nih.gov/pubmed/?term=26003716
25. https://www.ncbi.nlm.nih.gov/pubmed/?term=26057094
26. https://www.ncbi.nlm.nih.gov/pubmed/?term=26185924
27. https://www.ncbi.nlm.nih.gov/pubmed/?term=26250058
28. https://www.ncbi.nlm.nih.gov/pubmed/?term=26254991