Details
Stereochemistry | ACHIRAL |
Molecular Formula | C23H25N2.HO |
Molecular Weight | 346.4653 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[OH-].CN(C)C1=CC=C(C=C1)C(C2=CC=CC=C2)=C3C=CC(C=C3)=[N+](C)C
InChI
InChIKey=WETHTEMZJSDITG-UHFFFAOYSA-M
InChI=1S/C23H25N2.H2O/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;1H2/q+1;/p-1
Malachite green, an N-methylated diaminotriphenylmethane dye, is used primarily as a therapeutic agent in aquaculture. It controls fungal attacks, protozoan infections and some other diseases caused by helminths on a wide variety of fish and other aquatic organisms. In solution, the dye exists as a mixture of the cation (chromatic malachite green) and its carbinol base, with the ratio depending on the pH of the solution; the dye also can undergo chemical and metabolic reduction to a leuco derivative. Malachite green intercalates with DNA, with a preference for A:T-rich regions, and the leuco derivative bears a structural resemblance to carcinogenic aromatic amines that can form covalent DNA adducts. In mammalian cells, it shows marked cytotoxicity and the ability to induce cell transformation and lipid peroxidation. The toxicity of this dye increases with exposure time, temperature and concentration. It has been reported to cause carcinogenesis, mutagenesis, chromosomal fractures, teratogenecity and respiratory toxicity.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL614058 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16061355 |
15.0 µM [IC50] | ||
Target ID: CHEMBL614735 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16061355 |
2.0 µM [IC50] | ||
Target ID: CHEMBL1075358 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25085484 |
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93966-68-8
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301-021-0
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DTXSID80240048
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3023128
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ZB3Z3WF9UT
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admin on Sat Dec 16 18:37:10 GMT 2023 , Edited by admin on Sat Dec 16 18:37:10 GMT 2023
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