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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)
L G Rochelle et al.
Toxicology, 86(1-2), 123-134 (1994-01-26)
Chlordecone (CD) impairs biliary excretion of organic anions (including phenolphthalein glucuronide (PG), imipramine polar metabolites, and taurocholate) without evidence of hepatocellular necrosis in rats. In this study we investigated the hypothesis that CD-induced hepatobiliary dysfunction is dependent on CD concentration
G Bánhegyi et al.
The Biochemical journal, 315 ( Pt 1), 171-176 (1996-04-01)
The transport of glucuronides synthesized in the luminal compartment of the endoplasmic reticulum by UDP-glucuronosyltransferase isoenzymes was studied in rat liver microsomal vesicles. Microsomal vesicles were loaded with p-nitrophenol glucuronide (5 mM), phenolphthalein glucuronide or UDP-glucuronic acid, by a freeze-thawing
Z Gregus et al.
The Journal of pharmacology and experimental therapeutics, 225(2), 256-262 (1983-05-01)
Hepatic levels of uridine diphosphoglucuronic acid (UDPGA) in rats decreased substantially (greater than 80%) 40 min after galactosamine (GAL) (600 mg/kg i.p.) or after 1 hr of diethyl ether (DE) narcosis. Biliary excretion of several cholephils requiring glucuronidation before excretion
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