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Sigma-Aldrich

Phenolphthalein β-D-glucuronide

≥98% (TLC)

Synonym(s):

Phenolphthalein β-D-glucosiduronic acid, Phenolphthalein glucuronic acid, Phenolphthalein mono-β-D-glucosiduronic acid

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About This Item

Empirical Formula (Hill Notation):
C26H22O10
CAS Number:
15265-26-6
Molecular Weight:
494.45
Beilstein:
68526
MDL number:
MFCD00135881
UNSPSC Code:
12352204
PubChem Substance ID:
329767834
NACRES:
NA.83

biological source

rabbit urine

Assay

≥98% (TLC)

form

powder

impurities

≤0.5% free phenolphthalein
≤6% water

solubility

H2O: 0.1 g/mL, clear, light yellow

storage temp.

−20°C

SMILES string

O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(O)=O)Oc2ccc(cc2)C3(OC(=O)c4ccccc34)c5ccc(O)cc5

InChI

1S/C26H22O10/c27-15-9-5-13(6-10-15)26(18-4-2-1-3-17(18)24(33)36-26)14-7-11-16(12-8-14)34-25-21(30)19(28)20(29)22(35-25)23(31)32/h1-12,19-22,25,27-30H,(H,31,32)/t19-,20-,21+,22-,25+,26?/m0/s1

InChI key

FXJYOZKDDSONLX-XADSOVDISA-N

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Application

β-glucuronidase test: suitable as substrate, for liver and bacterial enzymes

Other Notes

Characterization of β-glucuronidase from Ampullaria

Storage Class Code

11 - Combustible Solids

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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Phenolphthalein ACS reagent

Sigma-Aldrich

105945

Phenolphthalein

T. Tsukada et al.
Comparative Biochemistry and Physiology, 86B, 565-565 (1987)
M Csala et al.
Biochemical pharmacology, 59(7), 801-805 (2000-03-16)
The physiological function of microsomal beta-glucuronidase is unclear. Substrates may be either glucuronides produced in the lumen of endoplasmic reticulum (ER) or those taken up by hepatocytes. In the latter case, efficient inward transport of glucuronides at the plasma membrane
Adam G Staines et al.
Analytical biochemistry, 342(1), 45-52 (2005-06-17)
A primary reason for poor characterization of microsomal transport to date is the limitations of the measurement techniques used. Radiodetection provides sufficient sensitivity, but it can be applied only when labeled analogue is available. In this article, we report the
Takahiro Sasamoto et al.
Journal of gastroenterology and hepatology, 21(1 Pt 1), 26-31 (2006-05-19)
There are several reports on the biliary excretion of bile acids and organic anions in zone 1- and zone 3-injured rat liver, but the results are controversial. In order to dissolve the discrepancy between previous works about the role of
J A Wilhelm et al.
Journal of chromatography, 578(2), 231-238 (1992-07-24)
A procedure is described to simultaneously quantitate phenolphthalein and its glucuronide metabolite from dog serum, urine and bile using high-performance liquid chromatography. The major advantages of this over pre-existing methods include direct analysis of the parent compound and glucuronide metabolite
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