ethidium (CHEBI:42478)

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ChEBI Name	ethidium

ChEBI ID	CHEBI:42478

Definition	The fluorescent compound widely used in experimental cell biology and biochemistry to reveal double-stranded DNA and RNA.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

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Formula

C21H20N3

Net Charge

Average Mass

314.40372

Monoisotopic Mass

314.16517

InChI

InChI=1S/C21H19N3/c1-2-24-20-13-16(23)9-11-18(20)17-10-8-15(22)12-19(17)21(24)14-6-4-3-5-7-14/h3-13,23H,2,22H2,1H3/p+1

InChIKey

QTANTQQOYSUMLC-UHFFFAOYSA-O

SMILES

CC[n+]1c(-c2ccccc2)c2cc(N)ccc2c2ccc(N)cc12

Roles Classification
Biological Role(s):	intercalator A role played by a chemical agent which exhibits the capability of occupying space between DNA base pairs due to particular properties in size, shape and charge. Intercalation of chemical compounds in DNA helix can result in replication errors (shift, mutation) or DNA damages.

Application(s):	fluorochrome A fluorescent dye used to stain biological specimens.

ChEBI Ontology
Outgoing	ethidium (CHEBI:42478) has parent hydride phenanthridine (CHEBI:36421) ethidium (CHEBI:42478) has role fluorochrome (CHEBI:51217) ethidium (CHEBI:42478) has role intercalator (CHEBI:24853) ethidium (CHEBI:42478) is a phenanthridines (CHEBI:51245)

Incoming	ethidium homodimer (CHEBI:52055) has functional parent ethidium (CHEBI:42478) ethidium homodimer tetracation (CHEBI:52843) has functional parent ethidium (CHEBI:42478) ethidium bromide (CHEBI:4883) has part ethidium (CHEBI:42478)

IUPAC Name

3,8-diamino-5-ethyl-6-phenylphenanthridinium

Last Modified

17 October 2009