Rose bengal sodiumProduct ingredient for Rose bengal

Show full entry for Rose bengal
Name
Rose bengal sodium
Drug Entry
Rose bengal

Rose bengal is a pink stain derived as an analogue of fluorescein. Its disodium salt in ophthalmic solutions has been used as a diagnostic agent in suspected damage to conjunctival and corneal cells. It is also used in laboratory settings, including the preparation of Foraminifera for microscopic analysis and suppression of bacterial growth in several microbiological media. A direct cytotoxic effect of Rose bengal on microorganisms and cancer cells has been observed, questioning its potential antitumor actions via intralesional injections. The clinical applications of rose bengal as injectable formulation under the name PV-10 in melanoma, breast cancer and skin conditions such as eczema and psoriasis are being investigated in clinical trials.1

See full entry for Rose bengal
Accession Number
DBSALT001538
Structure
Similar Structures
Synonyms
Rose bengal disodium
UNII
956575SN5L
CAS Number
632-69-9
Weight
Average: 1017.636
Monoisotopic: 1015.463047032
Chemical Formula
C20H2Cl4I4Na2O5
InChI Key
UWBXIFCTIZXXLS-UHFFFAOYSA-L
InChI
InChI=1S/C20H4Cl4I4O5.2Na/c21-10-8(9(20(31)32)11(22)13(24)12(10)23)7-3-1-5(25)16(29)14(27)18(3)33-19-4(7)2-6(26)17(30)15(19)28;;/h1-2,29H,(H,31,32);;/q;2*+1/p-2
IUPAC Name
disodium 2,3,4,5-tetrachloro-6-(2,4,5,7-tetraiodo-6-oxido-3-oxo-3H-xanthen-9-yl)benzoate
SMILES
[Na+].[Na+].[O-]C(=O)C1=C(C(Cl)=C(Cl)C(Cl)=C1Cl)C1=C2C=C(I)C(=O)C(I)=C2OC2=C(I)C([O-])=C(I)C=C12
Human Metabolome Database
HMDB0303561
ChemSpider
29980
ChEMBL
CHEMBL2359093
Wikipedia
Rose_bengal
Predicted Properties
PropertyValueSource
Water Solubility0.000294 mg/mLALOGPS
logP5.84ALOGPS
logP9.26Chemaxon
logS-6.5ALOGPS
pKa (Strongest Acidic)2.38Chemaxon
pKa (Strongest Basic)-2.1Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area89.49 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity197.44 m3·mol-1Chemaxon
Polarizability63.11 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon