B-060

Buprenorphine-D₄-3-beta-D-glucuronide

100 μg/mL in methanol, certified reference material, Cerilliant^®

• Empirical Formula (Hill Notation): C₃₅H₄₅D₄NO₁₀
• Molecular Weight: 647.79
• UNSPSC Code: 41116107
• NACRES: NA.24

Properties

• grade: certified reference material
• Quality Level: 300
• feature: Snap-N-Spike^®/Snap-N-Shoot^®
• packaging: ampule of 1 mL
• manufacturer/tradename: Cerilliant^®
• concentration: 100 μg/mL in methanol
• format: single component solution
• storage temp.: −20°C
• SMILES string: O[C@@H]1[C@@H](C(O)=O)O[C@@H](OC2=C(O3)C([C@]([C@@H]3[C@](CC4)(OC)C(C(O)(C)C(C)(C)C)C5)(CCN6C([2H])([2H])C7C([2H])([2H])C7)[C@@]54[C@H]6C8)=C8C=C2)[C@H](O)[C@H]1O
• InChI: 1S/C35H49NO10/c1-31(2,3)32(4,42)20-15-33-10-11-35(20,43-5)30-34(33)12-13-36(16-17-6-7-17)21(33)14-18-8-9-19(26(46-30)22(18)34)44-29-25(39)23(37)24(38)27(45-29)28(40)41/h8-9,17,20-21,23-25,27,29-30,37-39,42H,6-7,10-16H2,1-5H3,(H,40,41)/t20?,21-,23+,24+,25-,27+,29-,30-,32?,33-,34+,35-/m1/s1/i6D2,16D2/t17?,20?,21-,23+,24+,25-,27+,29-,30-,32?,33-,34+,35-
• InChI key: CZULHKGIAJASAA-QTQVLIFGSA-N

Description

General description

Buprenorphine glucuronide is a major urinary metabolite of the semi-synthetic opioid, buprenorphine. This internal standard is suitable for quantitation of buprenorphine glucuronide levels or isotope dilution methods by GC/MS or LC/MS for pain prescription monitoring, clinical toxicology, urine drug testing or forensic analysis. Buprenorphine is used for the management of moderate chronic pain and for the treatment of opioid addiction.

Application

• Determination of buprenorphine, naloxone and phase I and phase II metabolites in rat whole blood by LC-MS/MS.: This study employs LC-MS/MS to quantify buprenorphine, naloxone, and their metabolites, including glucuronides, in rat whole blood. The use of Buprenorphine-D₄-3-beta-D-glucuronide as an internal standard ensures precise measurement and reliable pharmacokinetic data, critical for opioid metabolism research (Cohier C et al., 2020).


• Chemical and enzyme-assisted syntheses of norbuprenorphine-3-β-D-glucuronide.: This research outlines the synthesis of norbuprenorphine glucuronides using both chemical and enzymatic methods. Utilizing Buprenorphine-D₄-3-beta-D-glucuronide as a reference standard enhances the accuracy of these synthesis techniques, which are pivotal for drug metabolism and pharmacokinetics studies (Fan J et al., 2011).

Legal Information

CERILLIANT is a registered trademark of Merck KGaA, Darmstadt, Germany

Snap-N-Shoot is a registered trademark of Cerilliant Corporation

Snap-N-Spike is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS02,GHS06,GHS08
• Signal Word: Danger
• Hazard Statements: H225,H301 + H311 + H331,H370
• Precautionary Statements: P210 - P280 - P301 + P310 + P330 - P302 + P352 + P312 - P304 + P340 + P311
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1
• Target Organs: Eyes
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 49.5 °F - closed cup
• Flash Point(C): 9.7 °C - closed cup