CAS 632-69-9 Rose Bengal, 90%, indicator - Catalysts / Alfa Chemistry

Synonyms

Acid Red 94; Rosa bengala sodica (131 I) [INN-Spanish]; C20H2Cl4I4Na2O5; disodium 4,5,6,7-tetrachloro-2',4',5',7'-tetraiodo-3-oxospiro[2-benzo[b]furan-1,9'-xanthene]-3',6'-diolate; C.I. 45440; Food Red Color No. 105, sodium salt; FT-0621857; Xantryl; Rose bengal disodium salt; R105 sodium;

IUPAC Name

disodium;4,5,6,7-tetrachloro-2',4',5',7'-tetraiodo-3-oxospiro[2-benzofuran-1,9'-xanthene]-3',6'-diolate;

Molecular Weight

1017.628g/mol

Molecular Formula

C20H2Cl4I4Na2O5;

Canonical SMILES

C1=C2C(=C(C(=C1I)[O-])I)OC3=C(C(=C(C=C3C24C5=C(C(=C(C(=C5Cl)Cl)Cl)Cl)C(=O)O4)I)[O-])I.[Na+].[Na+];

InChI

InChI=1S/C20H4Cl4I4O5.2Na/c21-9-7-8(10(22)12(24)11(9)23)20(33-19(7)31)3-1-5(25)15(29)13(27)17(3)32-18-4(20)2-6(26)16(30)14(18)28;;/h1-2,29-30H;;/q;2*+1/p-2;

InChI Key

KCQREHTWEUECQT-UHFFFAOYSA-L;

Storage

Store at +15°C to +30°C.

Complexity

780

Covalently-Bonded Unit Count

EC Number

211-183-3

Exact Mass

1017.46g/mol

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

1015.463g/mol

Topological Polar Surface Area

81.6A^2

Application

Rose Bengal, 90%, indicator, is a versatile xanthene dye known for its unique properties as a fluorescein derivative and photosensitizer. It is primarily utilized for research purposes, offering significant applications in photodynamic and sonodynamic therapies. With absorption and emission maxima at 548 and 567 nm, respectively, Rose Bengal effectively binds to S. aureus cells, drastically reducing their survival upon photoirradiation. It serves as a potent generator of singlet oxygen, facilitating cell-free assays and inducing potassium ion leakage in both bacterial and erythrocyte contexts under photoirradiation. Furthermore, Rose Bengal inhibits key enzymes, such as cytochrome P450 (CYP) and UDP-glucuronosyltransferase (UGT), in a light-dependent manner, highlighting its role in molecular studies involving human liver microsomes. Despite its utility in cell staining, users should be mindful of its intrinsic and phototoxic characteristics. Available as a bordeaux-red to red-brown crystalline powder, it is intended solely for research use and must not be used in diagnostic procedures.

January 30, 2025

Efficient Photodynamic Agent for Research

Rose Bengal, as a photosensitizer, enhanced my microbial research significantly. Using it at 1 μM, I observed a drastic reduction in S. aureus viability under photoirradiation. Its reliable phototoxicity makes it an essential tool in our lab.