CHEBI:33601 - safranin O

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ChEBI Name safranin O
ChEBI ID CHEBI:33601
Definition An organic chloride salt having 3,7-diamino-5-phenylphenazin-5-ium as the counterion. It is commonly used for staining Gram negative bacteria red in smears to contrast with the blue Gram positive organisms.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C18H15ClN4
Net Charge 0
Average Mass 322.79136
Monoisotopic Mass 322.099
InChI InChI=1S/C18H14N4.ClH/c19-12-6-8-15-17(10-12)22(14-4-2-1-3-5-14)18-11-13(20)7-9-16(18)21-15;/h1-11H,(H3,19,20);1H
InChIKey SOUHUMACVWVDME-UHFFFAOYSA-N
SMILES [Cl-].Nc1ccc2nc3ccc(N)cc3[n+](-c3ccccc3)c2c1
Roles Classification
Application(s): 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.
photosensitizing agent
A chemical compound that can be excited by light of a specific wavelength and subsequently transfer energy to a chosen reactant. This is commonly molecular oxygen within a cancer tissue, which is converted to (highly rective) singlet state oxygen. This rapidly reacts with any nearby biomolecules, ultimately killing the cancer cells.
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ChEBI Ontology
Outgoing safranin O (CHEBI:33601) has part 3,7-diamino-5-phenylphenazin-5-ium (CHEBI:88009)
safranin O (CHEBI:33601) has role fluorochrome (CHEBI:51217)
safranin O (CHEBI:33601) has role histological dye (CHEBI:77178)
safranin O (CHEBI:33601) has role photosensitizing agent (CHEBI:47868)
safranin O (CHEBI:33601) is a organic chloride salt (CHEBI:36094)
IUPAC Name
3,7-diamino-5-phenylphenazin-5-ium chloride
Synonyms Sources
3,7-Diamino-5-phenylphenazinium chloride ChemIDplus
basic red 2 ChEBI
C.I. 50240 ChEBI
dimethyl ChEBI
Phenosafranin ChemIDplus
phenosafranine ChEBI
Phenosafranine, chloride ChemIDplus
safranin ChEBI
Manual Xref Database
Safranin Wikipedia
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Registry Numbers Types Sources
3642082 Beilstein Registry Number Beilstein
3642082 Reaxys Registry Number Reaxys
81-93-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
25247839 PubMed citation Europe PMC
25428794 PubMed citation Europe PMC
25737416 PubMed citation Europe PMC
25796015 PubMed citation Europe PMC
25863440 PubMed citation Europe PMC
26027826 PubMed citation Europe PMC
Last Modified
24 September 2015