Phenyl b-D-glucuronide
Phenyl-beta-D-glucuronic acid monohydrate is a genotoxic agent that is metabolized to S-phenylmercapturic acid. This metabolite can be detected in urine as an indicator of exposure to the compound. Phenyl-beta-D-glucuronic acid monohydrate has been shown to have toxic effects on humans, such as decreasing the glomerular filtration rate and increasing reactive oxygen species levels. It also decreases antioxidant vitamin levels and causes blood disorders, including hemolytic anemia. Phenyl-beta-D-glucuronic acid monohydrate may also be used for the treatment of autoimmune diseases by inhibiting certain enzymes involved in inflammation and immune response.
Phenol glucuronide belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Phenol glucuronide is soluble (in water) and a weakly acidic compound (based on its pKa). Phenol glucuronide has been found in human liver and kidney tissues, and has also been detected in multiple biofluids, such as urine and blood. Within the cell, phenol glucuronide is primarily located in the cytoplasm. Phenol glucuronide can be converted into phenol.
Phenol O-(beta-D-glucuronide) is a beta-D-glucosiduronic acid that is the glucuronide conjugate of phenol. It derives from a phenol.
CAS Number | 17685-05-1 |
Product Name | Phenyl beta-D-glucopyranosiduronic acid |
IUPAC Name | (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-phenoxyoxane-2-carboxylic acid |
Molecular Formula | C12H14O7 |
Molecular Weight | 270.23 g/mol |
InChI | InChI=1S/C12H14O7/c13-7-8(14)10(11(16)17)19-12(9(7)15)18-6-4-2-1-3-5-6/h1-5,7-10,12-15H,(H,16,17)/t7-,8-,9+,10-,12+/m0/s1 |
InChI Key | WVHAUDNUGBNUDZ-GOVZDWNOSA-N |
SMILES | C1=CC=C(C=C1)OC2C(C(C(C(O2)C(=O)O)O)O)O |
Synonyms | Phenyl ?-D-Glucopyranosiduronic Acid; Phenyl ?-D-Glucosiduronic Acid; |
Canonical SMILES | C1=CC=C(C=C1)OC2C(C(C(C(O2)C(=O)O)O)O)O |
Isomeric SMILES | C1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C(=O)O)O)O)O |
CAS No: 17685-05-1 Synonyms: Phenyl b-D-glucopyranosiduronic acidPhenyl b-D-glucuronic acid monohydrate MDL No: MFCD00057515 Chemical Formula: C12H14O7 Molecular Weight: 270.24 |