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CHEBI:51739 - acridine orange

Default Structure
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:
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.
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)acridineKEGG COMPOUND
3,6-Bis(dimethylamino)acridine hydrochlorideChemIDplus
basic orange 14ChEBI
C.I. 46005ChEBI
N3,N3,N6,N6-tetramethyl-3,6-Acridinediamine hydrochloride(1:1)ChEBI
Rhoduline OrangeChemIDplus
Manual XrefsDatabases
Acridine_orangeWikipedia
C19315KEGG COMPOUND
Registry NumbersSources
Beilstein:3575587Beilstein
CAS:494-38-2KEGG COMPOUND
CAS:65-61-2ChemIDplus