CHEBI:42478 - ethidium

ChEBI IDCHEBI:42478
ChEBI Nameethidium
Stars
DefinitionThe fluorescent compound widely used in experimental cell biology and biochemistry to reveal double-stranded DNA and RNA.
Last Modified17 October 2009
DownloadsMolfile
FormulaC21H20N3
Net Charge+1
Average Mass314.412
Monoisotopic Mass314.16517
SMILESCC[n+]1c(-c2ccccc2)c2cc(N)ccc2c2ccc(N)cc21
InChIInChI=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
InChIKeyQTANTQQOYSUMLC-UHFFFAOYSA-O
Roles Classification
Biological Role:
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:
fluorochrome  A fluorescent dye used to stain biological specimens.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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
Synonyms  Source
ETHIDIUMPDBeChem
ethidium cationChemIDplus
homidiumChemIDplus
Manual XrefsDatabases
ETPDBeChem
Registry NumbersSources
Beilstein:3627183Beilstein
Gmelin:981639Gmelin
CAS:3546-21-2ChemIDplus