Acridine Orange | 65-61-2

Product Introduction

Acridine Orange hydrochloride is the hydrocloride salt of Acridine Orange Stain, which is a cell and organelle membrane-permeable fluorescent dye that binds to nucleic acids and results in an altered spectral emission. It interacts with both DNA and RNA, emits green fluorescence when binds to DNA, and emits red fluorescence when binds to RNA. It is used in cell cycle and apoptosis studies and used as a lysosomal dye. It could distinguish cell death by apoptosis and necroptosis in human oligodendrocytes and mouse models. It is also used to analyze autophagy.

Chemical Information
Related CAS	494-38-2 (free base) 1192475-92-5 (Deleted CAS)
Synonyms	Acridine Orange hydrochloride;N,N,N',N'-Tetramethyl-3,6-acridinediamine hydrochloride; Rhoduline Orange; Acridine orange hydrochloride; Acridine Orange N; Acridine Orange Hydrochloride; 3,6-Acridinediamine, N3,N3,N6,N6-tetramethyl-, hydrochloride (1:1); 3,6-Acridinediamine, N,N,N',N'-tetramethyl-, monohydrochloride; Acridine Orange R; Acridine, 3,6-bis(dimethylamino)-, hydrochloride; Acridine, 3,6-bis(dimethylamino)-, monohydrochloride; 3,6-Bis(dimethylamino)acridine hydrochloride; Acridine Orange N; Acridine Orange NO; Acridine Orange NS; Basic Orange 14; Basic Orange 3RN; C.I. 46005; C.I. Basic Orange 14; Rhoduline Orange NO; Sumitomo Acridine Orange NO; Sumitomo Acridine Orange RK conc
Purity	≥99% by HPLC
IUPAC Name	3-N,3-N,6-N,6-N-tetramethylacridine-3,6-diamine;hydrochloride
Canonical SMILES	CN(C)C1=CC2=C(C=C1)C=C3C=CC(=CC3=N2)N(C)C.Cl
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
InChI Key	VSTHNGLPHBTRMB-UHFFFAOYSA-N
Solubility	Soluble in Dimethyl Sulfoxide, Ethanol, Water
Appearance	Orange to Red Powder
Melting Point	284-287°C

Product Specification
Storage	Store at -20°C
Application	A coloring agent.
Signal	Warning
GHS Hazard Statements	H341 (97.83%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]
Precautionary Statement Codes	P203, P281, P318, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.)

Computed Properties
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	2
Exact Mass	265.157897619 g/mol
Monoisotopic Mass	265.157897619 g/mol
Topological Polar Surface Area	19.4Ų
Heavy Atom Count	20
Formal Charge	0
Complexity	298
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes