Bromosulfalein
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MedKoo CAT#: 574294

CAS#: 71-67-0

Description: Bromosulfalein has been commonly used as both a substrate and inhibitor of organic anionic transporting polypeptide 1B1 (OATP1B1), OATP1B3, OATP1A2, and OATP2B1, as well as multidrug resistance protein 2 (MDR2). It has also been used for in vivo studies of liver and biliary system function and as an anionic dye for the quantitative estimation of protein levels in tissue homogenates or purified samples.

Chemical Structure

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Bromosulfalein
CAS# 71-67-0
Instruction

Theoretical Analysis

MedKoo Cat#: 574294
Name: Bromosulfalein
CAS#: 71-67-0
Chemical Formula: C20H8Br4Na2O10S2
Exact Mass: 833.61
Molecular Weight: 837.990
Elemental Analysis: C, 28.67; H, 0.96; Br, 38.14; Na, 5.49; O, 19.09; S, 7.65

Price and Availability

Size Price Availability Quantity
1g USD 205
5g USD 360
10g USD 575
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Synonym: Bromosulfalein, Bromosulfophthalein, Bromosulphalein, Sulfobromophthalein, Sulphobromophthalein

IUPAC/Chemical Name: sodium 5,5'-(4,5,6,7-tetrabromo-3-oxo-1,3-dihydroisobenzofuran-1,1-diyl)bis(2-hydroxybenzenesulfonate)

InChi Key: GHAFORRTMVIXHS-UHFFFAOYSA-L

InChi Code: InChI=1S/C20H10Br4O10S2.2Na/c21-15-13-14(16(22)18(24)17(15)23)20(34-19(13)27,7-1-3-9(25)11(5-7)35(28,29)30)8-2-4-10(26)12(6-8)36(31,32)33;;/h1-6,25-26H,(H,28,29,30)(H,31,32,33);;/q;2*+1/p-2

SMILES Code: O=C1OC(C2=CC(S([O-])(=O)=O)=C(O)C=C2)(C3=CC(S([O-])(=O)=O)=C(O)C=C3)C4=C(Br)C(Br)=C(Br)C(Br)=C41.[Na+].[Na+]

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 837.99 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1. Consortium, I.T., Giacomini, K.M., Huang, S.M., et al. Membrane transporters in drug development. Nat. Rev. Drug Dis. 9(3), 215-236 (2010).

2. Izumi, S., Nozaki, Y., Komori, T., et al. Substrate-dependent inhibition of organic anion transporting polypeptide 1B1: Comparative analysis with prototypical probe substrates estradiol-17β-glucuronide, estrone-3-sulfate, and sulfobromophthalein. Drug Metab. Dispos. 41(10), 1859-1866 (2013).

3. Karlgren, M., Vildhede, A., Norinder, U., et al. Classification of inhibitors of hepatic organic anion transporting polypeptides (OATPs): Influence of protein expression on drug-drug interactions. J. Med Chem. 55(10), 4740-4763 (2012).

4. Patik, I., Székely, V., Német, O., et al. Identification of novel cell-impermeant fluorescent substrates for testing the function and drug interaction of organic anion-transporting polypeptides, OATP1B1/1B3 and 2B1. Sci. Rep. 8(1), 2630 (2018).

5. Zhang, J., Zhang, M., Sun, B., et al. Hyperammonemia enhances the function and expression of P-glycoprotein and Mrp2 at the blood-brain barrier through NF-κB. J. Neurochem. 131(6), 791-802 (2014).

6. Matsson, P., Pedersen, J.M., Norinder, U., et al. Identification of novel specific and general inhibitors of the three major human ATP-binding cassette transporters P-gp, BCRP and MRP2 among registered drugs. Pharm Res. 26(8), 1816-1831 (2009).

7. Itoh, T., Itagaki, S., Sasaki, K., et al. Pharmacokinetic modulation of irinotecan metabolites by sulphobromophthalein in rats. J. Pharm. Pharmacol. 56(6), 809-812 (2004).

8. Oh, J.H., Park, S.E., Shim, C.K., et al. Biliary clearance of bromosulfophthalein in anesthetized and freely moving conscious rat. Biopharm. Drug. Dispos. 30(2), 94-98 (2009).

9. McGuire, J.C., Taylor, P., and Greene, L.A. A modified bromosulfalein assay for the quantitative estimation of protein. Anal. Biochem. 83(1), 75-81 (1977).