disodium 2',4',5',7'-tetrabromo-4,5,6,7-tetrachloro-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-3',6'-bis(olate)

• ChemBase ID: 103720
• Molecular Formular: C20H2Br4Cl4Na2O5
• Molecular Mass: 829.63442
• Monoisotopic Mass: 823.51852045
• SMILES: [Na+].[Na+].[O-]c1c(Br)c2c(cc1Br)C1(OC(=O)c3c1c(Cl)c(Cl)c(Cl)c3Cl)c1c(O2)c(Br)c([O-])c(Br)c1
• Canonical SMILES: [O-]c1c(Br)cc2c(c1Br)Oc1c(C32OC(=O)c2c3c(Cl)c(Cl)c(c2Cl)Cl)cc(c(c1Br)[O-])Br.[Na+].[Na+]
• InChI: InChI=1S/C20H4Br4Cl4O5.2Na/c21-5-1-3-17(9(23)15(5)29)32-18-4(2-6(22)16(30)10(18)24)20(3)8-7(19(31)33-20)11(25)13(27)14(28)12(8)26;;/h1-2,29-30H;;/q;2*+1/p-2
• InChIKey: OOYIOIOOWUGAHD-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 2',4',5',7'-tetrabromo-4,5,6,7-tetrachloro-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-3',6'-bis(olate)
• IUPAC Traditional name: disodium 2',4',5',7'-tetrabromo-4,5,6,7-tetrachloro-3-oxospiro[2-benzofuran-1,9'-xanthene]-3',6'-bis(olate); dipotassium 2',4',5',7'-tetrabromo-4,5,6,7-tetrachloro-3-oxospiro[2-benzofuran-1,9'-xanthene]-3',6'-bis(olate)
• Synonyms: Cyanosin; Cyanosine; Eosine bluish; Eosine Blue; Cyanosin B; Eosin Blue; Phloxine P; Phloxin B; Eosine I Bluish; D & C Red no. 28; Phloxine; CYANOSIN; C.I. 45410; Acid red 92; Cyanosine WS; Magdala Red Technical; Eosin 10 B; 2',4',5',7'-Tetrabromo-4,5,6,7-tetrachlorofluorescein disodium salt; PHLOXINE B; 2′,4′,5′,7′-Tetrabromo-4,5,6,7-tetrachlorofluorescein disodium salt; Eosin 10B; Phloxine B

Database IDs

• CAS Number: 18472-87-2; 12777-84-3
• EC Number: 242-355-6
• MDL Number: MFCD00070627
• Beilstein Number: 3887100
• PubChem SID: 24898486; 162103272; 24898359
• PubChem CID: 6433718
• Wikipedia Title: Phloxine
• Color Index Number: 45410

CALCULATED PROPERTIES

• Acid pKa: 6.002404
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 9.245824
• LogD (pH = 7.4): 7.197348
• Log P: 9.371532
• Molar Refractivity: 162.0311 cm^3
• Polarizability: 53.999523 Å^3
• Polar Surface Area: 81.65 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Soluble in water
• Apperance: Red to brown powder

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: LM5900000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: R:22
• Safety Statements: S:36/37/39
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Grade: adsorption indicator; certified by the Biological Stain Commission; for microscopy (Bot., Hist.)
• Compostion: Dye content, ≥80%
• Empirical Formula (Hill Notation): C20H2Br4Cl4Na2O5

DETAILS

MP Biomedicals - 02152646

C.I. 45410
Useful as a counterstain for bacteria and as a nuclear stain.

MP Biomedicals - 05203912

MP Biomedicals Rare Chemical collection

MP Biomedicals - 05217797

MP Biomedicals Rare Chemical collection

Sigma Aldrich - P2759

Biochem/physiol Actions
Phloxine B has been demonstrated as an alternative to Gram staining.1 It was found to inhibit the growth of methicillin-resistant Staphylococcus aureus.2 Phyloxin B stimulated and inhibited the channel activity of wild-type cystic fibrosis transmembrane conductance regulator (CFTR).3

Sigma Aldrich - P4030

Packaging
25 g in glass bottle
Suitability
Certified for use in Mallory′s phloxine-methylene blue stain; Kreyberg′s method for keratin and mucus.