| Stereochemistry | ACHIRAL |
| Molecular Formula | C20H8Br4O10S2.2Na |
| Molecular Weight | 837.997 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].[Na+].OC(=O)C1=C(Br)C(Br)=C(Br)C(Br)=C1C(C2=CC=C(O)C(=C2)S([O-])(=O)=O)=C3C=CC(=O)C(=C3)S([O-])(=O)=O
InChI
InChIKey=HXUITPQMHVLBNV-LIYVDSPJSA-L
InChI=1S/C20H10Br4O10S2.2Na/c21-16-14(15(20(27)28)17(22)19(24)18(16)23)13(7-1-3-9(25)11(5-7)35(29,30)31)8-2-4-10(26)12(6-8)36(32,33)34;;/h1-6,25H,(H,27,28)(H,29,30,31)(H,32,33,34);;/q;2*+1/p-2/b13-8+;;
| Molecular Formula | C20H8Br4O10S2 |
| Molecular Weight | 792.018 |
| Charge | -2 |
| Count |
MOL RATIO
1 MOL RATIO (average) |
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Optical Activity | NONE |
| Molecular Formula | Na |
| Molecular Weight | 22.98976928 |
| Charge | 1 |
| Count |
MOL RATIO
2 MOL RATIO (average) |
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Sulfobromophthalein (BSP) is a dye with a high affinity for organic anion transporting polypeptides (OATPs) and has been used as a substrate for multidrug resistance associated protein 2 (Mrp2). BSP is transported into hepatocytes by OATPs and, after conjugation to glutathione, is excreted into bile by Mrp2.3 It was found to inhibit the aldo-keto reductase ARK1C20. Sulfobromophthalein (BSP) is used in diagnosis of hepatic disorders.It is also used for the quantitative determination of proteins.
Originator
Approval Year
Doses
AEs
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
OverviewOther
| Other Inhibitor | Other Substrate | Other Inducer |
|---|---|---|
Drug as perpetrator
Drug as victim
PubMed
Patents
Sample Use Guides
In competitive binding studies in vitro between
Sulfobromophthalein (BSP) and a series of organic anions
(sodium fluorescein, indocyanine green, bilirubin,
sodium taurocholate, flavaspidic acid
glucaminate, and iodipamide methylglucamine),
the incubation mixture contained 500 ug of BSP and equimolar amounts of the
aforementional organic anions. On the average,
160 +/- 2 ug BSP was bound per mg of membrane
protein and 1.4 +/-0.1 ug BSP bound
per unit of Co++-CMPase activity in 15
membrane isolates. BSP binding
was maximal at 500 ug BSP/ml in the
incubation mix with proportionately less binding
observed at lower concentrations. BSP
concentrations above 500 ug/ml reduced BSP
binding and produced dissolution of cell membranes.
