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CHEBI:51739 - acridine orange

ChEBI IDCHEBI:51739
ChEBI Nameacridine orange
Stars
DefinitionFluorescent dye useful for cell cycle determination. It is cell-permeable, and interacts with DNA and RNA by intercalation or electrostatic attractions respectively.
Last Modified6 August 2015
SubmitterInma Spiteri
DownloadsMolfile
FormulaH.C17H19N3.Cl
Net Charge0
Average Mass301.821
Monoisotopic Mass301.13458
SMILESCN(C)c1ccc2cc3ccc(N(C)C)cc3nc2c1.[Cl-].[H+]
InChIInChI=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
InChIKeyVSTHNGLPHBTRMB-UHFFFAOYSA-N
Wikipedia
Roles Classification
Applications:
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.
fluorochrome  A fluorescent dye used to stain biological specimens.
ChEBI Ontology
Outgoing Relation(s)
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  Source
3,6-Bis(dimethylamino)acridine hydrochlorideChemIDplus
Rhoduline OrangeChemIDplus
N3,N3,N6,N6-tetramethyl-3,6-Acridinediamine hydrochloride(1:1)ChEBI
3,6-Bis(dimethylamino)acridineKEGG COMPOUND
C.I. 46005ChEBI
basic orange 14ChEBI
Manual XrefsDatabases
C19315KEGG COMPOUND
Acridine_orangeWikipedia
Registry NumbersSources
Beilstein:3575587Beilstein
CAS:65-61-2ChemIDplus
CAS:494-38-2KEGG COMPOUND