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C-087

Supelco

Codeine-6-β-D-glucuronide solution

100 μg/mL in methanol: water (2:8), ampule of 1 mL, certified reference material, Cerilliant®

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About This Item

Empirical Formula (Hill Notation):
C24H29NO9
CAS Number:
20736-11-2
Molecular Weight:
475.49
MDL number:
MFCD00214264
UNSPSC Code:
41116107
NACRES:
NA.24

grade

certified reference material

form

liquid

feature

Snap-N-Spike®/Snap-N-Shoot®

packaging

ampule of 1 mL

manufacturer/tradename

Cerilliant®

drug control

Narcotic Licence Schedule A (Switzerland); estupefaciente (Spain); Decreto Lei 15/93: Tabela IA (Portugal)

concentration

100 μg/mL in methanol: water (2:8)

technique(s)

gas chromatography (GC): suitable
liquid chromatography (LC): suitable

application(s)

forensics and toxicology

format

single component solution

storage temp.

2-8°C

SMILES string

[H][C@]1([C@H](N(C)CC2)C3)[C@@]42C5=C3C=CC(OC)=C5O[C@H]4[C@@H](O[C@@H]6O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]6O)C=C1

InChI

1S/C24H29NO9/c1-25-8-7-24-11-4-6-14(32-23-18(28)16(26)17(27)20(34-23)22(29)30)21(24)33-19-13(31-2)5-3-10(15(19)24)9-12(11)25/h3-6,11-12,14,16-18,20-21,23,26-28H,7-9H2,1-2H3,(H,29,30)/t11-,12+,14-,16-,17-,18+,20-,21-,23+,24-/m0/s1

InChI key

CRWVOYRJXPDBPM-HSCJLHHPSA-N

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General description

Codeine-6-β-D-glucuronide is a major urinary metabolite of codeine, an opiate commonly used as an antitussive and analgesic for management of mild pain. This certified reference solution is suitable as starting material for preparation of calibrators and controls in codeine testing by LC/MS or GC/MS for forensic analysis, urine drug testing, or clinical toxicology applications.

Application


  • Opiate Metabolite Analysis in Urine: Codeine-6-β-D-glucuronide is utilized in a comprehensive LC-MS/MS analysis to identify opiate metabolites and antihistamines in urine after consumption of cold syrups. This research is crucial for clinical diagnostics and forensic toxicology, providing insights into drug metabolism and potential drug interactions (Yen et al., 2020).

  • Quantification of Morphine and Codeine Metabolites: Codeine-6-β-D-glucuronide serves as a key standard in LC-ESI-MS/MS for the quantification of morphine, codeine, and their glucuronide metabolites in human urine. This method is essential for pharmacokinetic studies and therapeutic drug monitoring, enhancing the accuracy of opioid metabolism research (Murphy and Huestis, 2005).

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

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D-019

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D-021

Dihydrocodeine-D6 hydrochloride solution, 100 μg/mL in methanol (as free base), ampule of 1 mL, certified reference material, Cerilliant®

D-087

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Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 3 - STOT SE 1

Target Organs

Eyes

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

109.4 °F - closed cup

Flash Point(C)

43 °C - closed cup

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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V Srinivasan et al.
Pharmaceutical research, 13(2), 296-300 (1996-02-01)
The antinociceptive and immunosuppressive effects of codeine and codeine 6-glucuronide were determined in rats after intracerebroventricular administration. Codeine 6-glucuronide was synthesized using a modification of the Koenigs-Knorr reaction. A lipophilic intermediate formed during synthesis, methyl [codein-6-yl-2,3,4-tri-O-acetyl-beta-D-glucopyranosid] uronate, was also tested.
M J Bogusz et al.
Journal of chromatography. B, Biomedical sciences and applications, 703(1-2), 115-127 (1998-02-03)
A selective assay of morphine-3-glucuronide (M3G), morphine-6-glucuronide (M6G), morphine, codeine, codeine-6-glucuronide (C6G) and 6-monoacetylmorphine (6-MAM) based on liquid chromatography atmospheric pressure chemical ionization mass spectrometry (LC-APCI-MS) is described. The drugs were extracted from serum, autopsy blood, urine, cerebrospinal fluid or
Constance M Murphy et al.
Journal of mass spectrometry : JMS, 40(11), 1412-1416 (2005-11-01)
A liquid chromatographic-electrospray ionization-tandem mass spectrometric method for the quantification of the opiates morphine, codeine, and their metabolites morphine-3-beta-D-glucuronide (M-3-G), morphine-6-beta-D-glucuronide (M-6-G) and codeine-6-beta-D-glucuronide (C-6-G) in human urine has been developed and validated. Identification and quantification were based on the
Pritsana Raungrut et al.
The Journal of pharmacology and experimental therapeutics, 334(2), 609-618 (2010-05-21)
Because codeine (COD) is eliminated primarily via glucuronidation, factors that alter COD glucuronide formation potentially affect the proportion of the dose converted to the pharmacologically active metabolite morphine. Thus, in vitro-in vivo extrapolation approaches were used to identify potential drug-drug
Z R Chen et al.
British journal of clinical pharmacology, 31(4), 381-390 (1991-04-01)
1. The pharmacokinetics, metabolism and partial clearances of codeine to morphine, norcodeine and codeine-6-glucuronide after single (30 mg) and chronic (30 mg 8 h for seven doses) administration of codeine were studied in eight subjects (seven extensive and one poor
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Protocols

UHPLC/MS for Drug Detection in Urine

Optimize β-glucuronidase hydrolysis for glucuronide metabolite analysis considering factors like time, temperature, pH, and enzyme concentration.

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