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P0376

Sigma-Aldrich

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
EC Number:
229-896-3
MDL number:
MFCD00051200
UNSPSC Code:
12352204
PubChem Substance ID:
329820033
NACRES:
NA.28

product name

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

Assay

≥90% (TLC)

form

powder

solubility

H2O: soluble 5 mg/mL

storage temp.

−20°C

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

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

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 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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[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)
Improvement in intestinal function and health by the peel fiber derived from Citrus sinensis L cv Liucheng
Chi-Fai Chau, Fuu Sheu, Ya-Ling Huang and Li-Hung Su
Journal of the Science of Food and Agriculture, 85, 1211-1216 (2005)
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
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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