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Sigma-Aldrich

Safranin O

certified by the Biological Stain Commission

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Synonym(s):
Basic Red 2, Cotton Red, Gossypimine, Safranin T, Safranin Y or A
Empirical Formula (Hill Notation):
C20H19ClN4
CAS Number:
477-73-6
Molecular Weight:
350.84
Colour Index Number:
50240
Beilstein:
3924099
EC Number:
207-518-8
MDL number:
MFCD00011759
PubChem Substance ID:
24899820
NACRES:
NA.47

grade

certified by the Biological Stain Commission

form

powder

composition

Dye content, ≥80%

color

green to very dark green

solubility

H2O: 1 mg/mL

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Cl-].Cc1cc2nc3cc(C)c(N)cc3[n+](-c4ccccc4)c2cc1N

InChI

1S/C20H18N4.ClH/c1-12-8-17-19(10-15(12)21)24(14-6-4-3-5-7-14)20-11-16(22)13(2)9-18(20)23-17;/h3-11H,1-2H3,(H3,21,22);1H

InChI key

OARRHUQTFTUEOS-UHFFFAOYSA-N

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General description

Safranin O is a metachromatic, cationic dye. It is used as a counterstain in Gram staining. The stain colors Gram-negative bacteria pink to red and has no effect on Gram-positive bacteria. It is also used to assess glycosaminoglycans (GAGs) in cartilage. The dye imparts an intense red to GAGs. It easily binds to polyanions.

Application

Safranin O has been used in the staining of extraocular muscle mesenchymal stem cells (EOM-MSC) for the detection of cartilage, mucin and mast cell granules It has also been used as a mediator dye in cytochrome P450 spectral assay.
Safranin O has been used to stain matrix proteoglycans to study cartilaginous tissue structural integrity in mice. It has also been used to stain chondrogenically differentiated human bone marrow stromal cells.

Suitability

Certified as a stain for chromosomes in the Flemming triple stain; to stain gram negative bacteria in the Gram stain procedure; Safranine-fast green FCF stain for plant cells.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Perturbations in the HDL metabolic pathway predispose to the development of osteoarthritis in mice following long-term exposure to western-type diet
I.-E.Triantaphyllidou
Osteoarthritis and Cartilage / OARS, Osteoarthritis Research Society (2013)
Novel markers of osteogenic and adipogenic differentiation of human bone marrow stromal cells identified using a quantitative proteomics approach
CeciliaGraneli
Stem Cell Research (2014)
Measurement of cytochrome P450 and NADPH-cytochrome P450 reductase
Guengerich FP, et al.
Nature Protocols, 4(9), 1245-1245 (2009)
Maria Dannessa Delost
Introduction to Diagnostic Microbiology for the Laboratory Sciences (2014)
Isolation of Multipotent Mesenchymal Stem Cells from Human Extraocular Muscle Tissue
Sharma A, et al.
Bio-protocol, 9(4) (2016)
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