CAS 22720-35-0

6-bromo-2-naphthyl B-D-glucuronide

Description:

6-Bromo-2-naphthyl β-D-glucuronide is a chemical compound that serves as a glucuronide conjugate, which is a common modification in drug metabolism and detoxification processes. This compound features a naphthalene ring system substituted at the 6-position with a bromine atom, enhancing its lipophilicity and potentially influencing its biological activity. The β-D-glucuronide moiety is derived from glucuronic acid, which is known for its role in increasing the solubility of hydrophobic compounds, facilitating their excretion from the body. This compound is often utilized in biochemical research, particularly in studies involving enzyme activity, such as glucuronidation, which is catalyzed by UDP-glucuronosyltransferases. Its structural characteristics contribute to its reactivity and interactions with various biological systems. As with many synthetic organic compounds, safety data should be consulted, and appropriate handling procedures should be followed to mitigate any potential hazards associated with its use.

Formula: C₁₆H₁₅BrO₇

InChI: InChI=1/C16H15BrO7/c17-9-3-1-8-6-10(4-2-7(8)5-9)23-16-13(20)11(18)12(19)14(24-16)15(21)22/h1-6,11-14,16,18-20H,(H,21,22)/t11-,12-,13+,14-,16+/m0/s1

InChI key: InChIKey=TYDGGWYIJKMLEO-JHZZJYKESA-N

SMILES: O(C1=CC2=C(C=C1)C=C(Br)C=C2)[C@@H]3O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]3O

Synonyms:

• 6-Bromo-2-naphthalenyl β-<span class="text-smallcaps">D</span>-glucopyranosiduronic acid
• 6-Bromo-2-naphthyl β-<span class="text-smallcaps">D</span>-glucopyranosiduronide
• 6-Bromo-2-naphthyl β-<span class="text-smallcaps">D</span>-glucuronide
• 6-bromo-2-naphthyl beta-D-glucopyranosiduronic acid
• 6-bromonaphthalen-2-yl beta-D-glucopyranosiduronic acid
• Glucopyranosiduronic acid, 6-bromo-2-naphthyl
• Glucopyranosiduronic acid, 6-bromo-2-naphthyl, β-<span class="text-smallcaps">D</span>-
• β-<span class="text-smallcaps">D</span>-Glucopyranosiduronic acid, 6-bromo-2-naphthalenyl
• β-D-Glucopyranosiduronic acid, 6-bromo-2-naphthalenyl
• Glucopyranosiduronic acid, 6-bromo-2-naphthyl, β-D-
• 6-Bromo-2-naphthalenyl β-D-glucopyranosiduronic acid
• 6-Bromo-2-naphthyl β-D-glucuronide
• 6-Bromo-2-naphtyl β-D-glucopyranosiduronic acid
• (2S,3S,4S,5R,6S)-6-((6-Bromonaphthalen-2-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid
• 6-BROMO-2-NAPHTHYL-BETA-D-GLUCURONIDE
• 6-Bromo-2-naphthalenyl beta-D-glucopyranosiduronic acid
• (2S,3S,4S,5R,6S)-6-(6-bromonaphthalen-2-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• 6-BROMO-2-NAPHTHYL-BETA-D-GLUCURONIC ACID
• 6-BROMO-2-NAPHTHYL-BETA-D-GLUCURONIDE USP/EP/BP
• 6-Bromo-2-naphthyl β-D-glucopyranosiduronic acid
• Einecs 245-176-1
• beta-D-6-Bromo-2-naphthyl glucopyranosiduronic acid
• (6-Bromonaphthalen-2-yl)β-D-glucopyranosiduronic acid

6-Bromo-2-naphthyl-β-d-glucuronide

CAS: 22720-35-0

Formula: C₁₆H₁₅BrO₇

Purity: 95%

Molecular weight: 399.1901

Ref: IN-DA00BDVR

6-Bromo-2-naphthyl b-D-glucuronide

CAS: 22720-35-0

Ref: 7W-GC6646

6-Bromo-2-naphthyl b-D-glucuronide

CAS: 22720-35-0

6-Bromo-2-naphthyl beta-D-glucuronide is a substrate for beta-glucuronidase, an enzyme involved in detoxification and bacterial metabolism. Upon enzymatic hydrolysis, it releases 6-bromo-2-naphthol, which forms a detectable dye when reacted with diazonium salts. This compound is widely used in microbiology to detecting E. coli in water testing and histochemical staining. 6-Bromo-2-naphthyl beta-D-glucuronide is also been used in cancer research studies. It has been found that some tumors are related to a high activity of beta-glucuronidase, responsible to reactivate the carcinogens and promote tumor progression, developing a drug resistance to chemotherapy.

Formula: C₁₆H₁₅BrO₇

Purity: Min 97%

Color and Shape: White Off-White Powder

Molecular weight: 399.2 g/mol

Ref: 3D-EB03245