Biomaterial Database

Studies on the metabolism and excretion of 1-naphthol, 1-naphthyl-beta-D-glucuronide, and 1-naphthyl-beta-D-glucoside in the mouse. 1983

W H Chern, and W C Dauterman

Radiolabeled 1-naphthyl-beta-D-glucuronide and 1-naphthyl-beta-D-glucoside were synthesized from 1-[14C]naphthol. The fate of the three compounds in male mice was studied. After a po dose of 45 mg/kg of 1-naphthol, 100 mg/kg of 1-naphthyl glucuronide, and 100 mg/kg of 1-naphthyl glucoside, 95, 93, and 81%, respectively, of the administered dose were eliminated 72 hr after treatment. 1-Naphthyl glucoside was eliminated more slowly than the other two compounds. 1-Naphthol was metabolized predominantly to the sulfate and the glucuronide conjugates, whereas a portion of 1-naphthyl glucoside was eliminated directly or cleaved and then reconjugated to form the sulfate and the glucuronide conjugates. 1-Naphthyl glucuronide was excreted as parent compound and sulfate, indicating hydrolysis and resynthesis. When the glucoside was administered at three doses (10, 50, and 100 mg/kg), it was observed that the lower doses of the glucoside were more readily eliminated in the urine than the higher doses. Larger amounts of the parent compound were found in the excreta at the lower doses than at the higher doses.

UI	MeSH Term	Description	Entries
D008297	Male		Males
D008813	Mice, Inbred ICR	An inbred strain of mouse that is used as a general purpose research strain, for therapeutic drug testing, and for the genetic analysis of CARCINOGEN-induced COLON CANCER.	Mice, Inbred ICRC,Mice, ICR,Mouse, ICR,Mouse, Inbred ICR,Mouse, Inbred ICRC,ICR Mice,ICR Mice, Inbred,ICR Mouse,ICR Mouse, Inbred,ICRC Mice, Inbred,ICRC Mouse, Inbred,Inbred ICR Mice,Inbred ICR Mouse,Inbred ICRC Mice,Inbred ICRC Mouse
D009284	Naphthols	Naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position. They are often used in dyes and pigments, as antioxidants for rubber, fats, and oils, as insecticides, in pharmaceuticals, and in numerous other applications.	Hydroxynaphthalene,Hydroxynaphthalenes,Naphthol
D005960	Glucosides	A GLYCOSIDE that is derived from GLUCOSE.	Glucoside
D005965	Glucuronates	Derivatives of GLUCURONIC ACID. Included under this heading are a broad variety of acid forms, salts, esters, and amides that include the 6-carboxy glucose structure.	Glucosiduronates,Glucuronic Acids,Acids, Glucuronic
D006027	Glycosides	Any compound that contains a constituent sugar, in which the hydroxyl group attached to the first carbon is substituted by an alcoholic, phenolic, or other group. They are named specifically for the sugar contained, such as glucoside (glucose), pentoside (pentose), fructoside (fructose), etc. Upon hydrolysis, a sugar and nonsugar component (aglycone) are formed. (From Dorland, 28th ed; From Miall's Dictionary of Chemistry, 5th ed)	Glycoside
D000818	Animals	Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA.	Animal,Metazoa,Animalia
D013464	Sulfuric Acids	Inorganic and organic derivatives of sulfuric acid (H2SO4). The salts and esters of sulfuric acid are known as SULFATES and SULFURIC ACID ESTERS respectively.	Acids, Sulfuric
D051379	Mice	The common name for the genus Mus.	Mice, House,Mus,Mus musculus,Mice, Laboratory,Mouse,Mouse, House,Mouse, Laboratory,Mouse, Swiss,Mus domesticus,Mus musculus domesticus,Swiss Mice,House Mice,House Mouse,Laboratory Mice,Laboratory Mouse,Mice, Swiss,Swiss Mouse,domesticus, Mus musculus