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Merck
CN

P0376

Phenolphthalein β-D-glucuronide sodium salt

β-glucuronidase substrate, chromogenic, ≥90% (TLC), powder

Synonym(s):

Phenolphthalein glucuronic acid, Phenolphthalein mono-β-glucosiduronic acid

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About This Item

Linear Formula:
C26H21O10Na
CAS Number:
6820-54-8
Molecular Weight:
516.43
NACRES:
NA.28
PubChem Substance ID:
329820033
UNSPSC Code:
12352204
EC Number:
229-896-3
MDL number:
MFCD00051200

Key Documents

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Product Name

Phenolphthalein β-D-glucuronide sodium salt, β-glucuronidase substrate

InChI

1S/C26H22O10.Na/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);/q;+1/p-1/t19-,20-,21+,22-,25+,26?;/m0./s1

InChI key

GBLJULUMBNYFAK-PDFLYTMFSA-M

SMILES string

[Na+].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

assay

≥90% (TLC)

form

powder

solubility

H2O: soluble 5 mg/mL

storage temp.

−20°C

Quality Level

200

Biochem/physiol Actions

Phenolphthalein β-D-glucuronide sodium salt is a β glucuronidase substrate. It is biosynthesized from the urine of rabbits to which phenolphthalein has been administered.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000512710
0000512707
0000512706
0000512708
0000512708

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[9] Preparation and assay of substrates for $\beta$-glucuronidase
Fishman WH
Test (1957)
Chromogenic substrates II. Phenolphthalein glucuronic acid as substrate for the assay of glucuronidase activity
Talalay P, et al.
The Journal of Biological Chemistry, 166(2), 757-772 (1946)
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
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
B S Anand et al.
Alimentary pharmacology & therapeutics, 8(5), 559-562 (1994-10-01)
Phenolphthalein is widely used as a safe and effective laxative. After oral administration, phenolphthalein is absorbed in the small bowel and is conjugated in the liver to phenolphthalein glucuronide which passes into the colon where it is deconjugated and the
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