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Merck
CN

77636

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
UNSPSC Code:
12352204
NACRES:
NA.83
PubChem Substance ID:
329767834
MDL number:
MFCD00135881
Beilstein/REAXYS Number:
68526

Key Documents

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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

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 key

FXJYOZKDDSONLX-XADSOVDISA-N

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

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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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBZ4994

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T. Tsukada et al.
Comparative Biochemistry and Physiology, 86B, 565-565 (1987)
Miklós Csala et al.
Biochemical pharmacology, 68(7), 1353-1362 (2004-09-04)
The transport of glucuronides across the endoplasmic reticulum membrane is an important step in the overall process of biotransformation, although the mechanism remains unclear and the participating transporters are unidentified. Using a rapid filtration assay in combination with liquid chromatography-mass
W E Kurtin et al.
Analytical biochemistry, 147(2), 511-516 (1985-06-01)
A method for improving the assay of beta-glucuronidase in hepatic and gallbladder bile is described. The method uses ion-pair extraction with N,N,N-triheptyl-1-heptanaminium bromide to remove pigments and bile acids. Conjugated bilirubin, unconjugated bilirubin, and taurine and glycine conjugates of deoxycholic
M Tugnait et al.
Journal of pharmaceutical and biomedical analysis, 9(10-12), 895-899 (1991-01-01)
Preliminary studies have been undertaken to evaluate the potential of immobilized phenylboronic acid (PBA) for the solid-phase extraction (SPE) of glucuronide metabolites from urine. These studies have demonstrated that immobilized PBA can be used to specifically extract phenolphthalein glucuronide (5
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
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