CHEBI:51739 - acridine orange

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ChEBI Name acridine orange
ChEBI ID CHEBI:51739
Definition Fluorescent dye useful for cell cycle determination. It is cell-permeable, and interacts with DNA and RNA by intercalation or electrostatic attractions respectively.
Stars This entity has been manually annotated by the ChEBI Team.
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Formulae C17H19N3.ClH
C17H20ClN3
Net Charge 0
Average Mass 301.81362
Monoisotopic Mass 301.13458
InChI InChI=1S/C17H19N3.ClH/c1-19(2)14-7-5-12-9-13-6-8-15(20(3)4)11-17(13)18-16(12)10-14;/h5-11H,1-4H3;1H
InChIKey VSTHNGLPHBTRMB-UHFFFAOYSA-N
SMILES [H+].[Cl-].CN(C)c1ccc2cc3ccc(cc3nc2c1)N(C)C
Roles Classification
Application(s): fluorochrome
A fluorescent dye used to stain biological specimens.
histological dye
A dye used in microscopic or electron microscopic examination of cells and tissues to give contrast and to highlight particular features of interest, such as nuclei and cytoplasm.
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ChEBI Ontology
Outgoing acridine orange (CHEBI:51739) has part acridine orange cation (CHEBI:52788)
acridine orange (CHEBI:51739) has role fluorochrome (CHEBI:51217)
acridine orange (CHEBI:51739) has role histological dye (CHEBI:77178)
acridine orange (CHEBI:51739) is a aminoacridines (CHEBI:51803)
acridine orange (CHEBI:51739) is a hydrochloride (CHEBI:36807)
IUPAC Name
N,N,N',N'-tetramethylacridine-3,6-diamine hydrochloride
Synonyms Sources
3,6-Bis(dimethylamino)acridine KEGG COMPOUND
3,6-Bis(dimethylamino)acridine hydrochloride ChemIDplus
basic orange 14 ChEBI
C.I. 46005 ChEBI
N3,N3,N6,N6-tetramethyl-3,6-Acridinediamine hydrochloride(1:1) ChEBI
Rhoduline Orange ChemIDplus
Manual Xrefs Databases
Acridine_orange Wikipedia
C19315 KEGG COMPOUND
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Registry Numbers Types Sources
3575587 Beilstein Registry Number Beilstein
494-38-2 CAS Registry Number KEGG COMPOUND
65-61-2 CAS Registry Number ChemIDplus
Last Modified
06 August 2015