CHEBI:87346 - acridine orange free base

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ChEBI Name acridine orange free base
ChEBI ID CHEBI:87346
Definition A member of the class of aminoacridines that is acridine carrying two dimethylamino substituents at positions 3 and 6. The hydrochloride salt is the fluorescent dye 'acridine orange', used for cell cycle determination.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H19N3
Net Charge 0
Average Mass 265.35290
Monoisotopic Mass 265.158
InChI InChI=1S/C17H19N3/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
InChIKey DPKHZNPWBDQZCN-UHFFFAOYSA-N
SMILES CN(C)c1ccc2cc3ccc(cc3nc2c1)N(C)C
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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 free base (CHEBI:87346) has role fluorochrome (CHEBI:51217)
acridine orange free base (CHEBI:87346) has role histological dye (CHEBI:77178)
acridine orange free base (CHEBI:87346) is a aminoacridines (CHEBI:51803)
acridine orange free base (CHEBI:87346) is a aromatic amine (CHEBI:33860)
acridine orange free base (CHEBI:87346) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
N3,N3,N6,N6-tetramethylacridine-3,6-diamine
Synonyms Sources
3,6-Bis(dimethylamino)acridine ChemIDplus
3,6-Di(dimethylamino)acridine ChemIDplus
Acridine Orange ChemIDplus
Acridine Orange Base ChemIDplus
Brilliant Acridine Orange E ChemIDplus
C.I. 46005B ChemIDplus
C.I. Solvent Orange 15 ChemIDplus
N,N,N',N'-Tetramethyl-3,6-acridinediamine ChemIDplus
Solvent Orange 15 ChemIDplus
Database Link Database
Acridine_orange Wikipedia
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Registry Numbers Types Sources
20916 Reaxys Registry Number Reaxys
494-38-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
24988915 PubMed citation Europe PMC
25025314 PubMed citation Europe PMC
25542136 PubMed citation Europe PMC
26016416 PubMed citation Europe PMC
26034308 PubMed citation Europe PMC
26163789 PubMed citation Europe PMC
Last Modified
06 August 2015