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S0252

Sigma-Aldrich

Sulfobromophthalein disodium salt hydrate

used to study hepatocyte transport functions

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Synonym(s):
BSP, Bromsulfalein sodium disodium salt hydrate
Empirical Formula (Hill Notation):
C20H8Br4Na2O10S2 · xH2O
CAS Number:
123359-42-2
Molecular Weight:
838.00 (anhydrous basis)
EC Number:
200-761-0
MDL number:
MFCD00150017
UNSPSC Code:
12171500
PubChem Substance ID:
24899433
NACRES:
NA.47

Quality Level

200

form

powder

composition

Water (by Karl Fischer): ≤ 8%

Sodium (Na) anhydrous: 4.6-5.8%

color

white to light gray

solubility

water: 50 mg/mL, clear to hazy

λmax

575-581 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Na+].[Na+].[H]O[H].Oc1ccc(cc1S([O-])(=O)=O)C2(OC(=O)c3c(Br)c(Br)c(Br)c(Br)c23)c4ccc(O)c(c4)S([O-])(=O)=O

InChI

1S/C20H10Br4O10S2.2Na.H2O/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);;;1H2/q;2*+1;/p-2

InChI key

CDTNUNQQEUGDSD-UHFFFAOYSA-L

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Application

Sulfobromophthalein disodium salt hydrate has been used as a positive control to study the interaction of 11-keto-β-boswellic acid (KBA) and 3-acetyl-11-keto-β-boswellic acid (AKBA) with organic anion transporter OATP1B3.

Biochem/physiol Actions

Sulfobromophthalein (BSP) is a high affinity organic ion substrate 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. It was found to inhibit the aldo-keto reductase ARK1C20.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H317,H334

Precautionary Statements

P261 - P280 - P342 + P311

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Substrate- and pH-specific antifolate transport mediated by organic anion-transporting polypeptide 2B1 (OATP2B1-SLCO2B1).
Visentin M
Molecular Pharmaceutics, 81(2), 134-142 (2012)
Jing-Dong Zhou et al.
Journal of cellular and molecular medicine, 21(8), 1468-1481 (2017-04-30)
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The main objectives of this study were to purify the glutathione S-transfereses (GSTs) and assess the effect of high doses of acrylamide (ACR) on male albino Wistar rat liver, kidney, testis and bran GST activities, and expression analysis of GST.
Napo K M Cheung et al.
PLoS genetics, 13(12), e1007123-e1007123 (2017-12-22)
The heavily methylated vertebrate genomes are punctuated by stretches of poorly methylated DNA sequences that usually mark gene regulatory regions. It is known that the methylation state of these regions confers transcriptional control over their associated genes. Given its governance
Induction of multidrug resistance-associated protein 2 in liver, intestine and kidney of streptozotocin-induced diabetic rats.
Xenobiotica, 42(8) (2012)
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