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M-096

Supelco

Morphine-6-β-D-glucuronide solution

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

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About This Item

Empirical Formula (Hill Notation):
C23H27NO9
CAS Number:
20290-10-2
Molecular Weight:
461.46
MDL number:
MFCD00079434
UNSPSC Code:
41116107
PubChem Substance ID:
329817842
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 (1:1)

technique(s)

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

application(s)

forensics and toxicology

format

single component solution

storage temp.

−20°C

SMILES string

CN1CC[C@]23[C@H]4Oc5c(O)ccc(C[C@@H]1[C@@H]2C=C[C@@H]4O[C@@H]6O[C@@H]([C@@H](O)[C@H](O)[C@H]6O)C(O)=O)c35

InChI

1S/C23H27NO9/c1-24-7-6-23-10-3-5-13(31-22-17(28)15(26)16(27)19(33-22)21(29)30)20(23)32-18-12(25)4-2-9(14(18)23)8-11(10)24/h2-5,10-11,13,15-17,19-20,22,25-28H,6-8H2,1H3,(H,29,30)/t10-,11+,13-,15-,16-,17+,19-,20-,22+,23-/m0/s1

InChI key

GNJCUHZOSOYIEC-GAROZEBRSA-N

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General description

Morphine-6-β-D-glucuronide is a primary plasma and urinary metabolite of the opiate analgesic morphine. Sold under trade names including MS Contin®, Kadian®, Oramorph®, and Roxanol for pain relief, morphine is also a commonly abused recreational drug. This certified analytical reference standard is suitable for a variety of GC/MS or LC/MS applications from pain prescription monitoring and urine drug testing to clinical toxicology and forensic analysis.

Application

  • Pharmacokinetics and Clinical Study Applications: A method involving liquid chromatography coupled to tandem mass spectrometry was developed and validated for the simultaneous quantification of several analgesics, including Morphine-6-β-D-glucuronide, applied in a clinical study for determining neurological death in intensive care units (Jutras et al., 2020).
  • Opioid Receptor Research: Research highlighted the higher efficacy of Morphine-6-β-D-glucuronide compared to morphine as a mu-opioid receptor agonist in the rat locus coeruleus, supporting its use in detailed opioid receptor studies (Osborne et al., 2000).

Legal Information

CERILLIANT is a registered trademark of Merck KGaA, Darmstadt, Germany
Kadian is a registered trademark of Actavis Elizabeth LLC
MS Contin is a registered trademark of Purdue Frederick Company
Oramorph is a registered trademark of AAIPharma, Inc.
Snap-N-Shoot is a registered trademark of Cerilliant Corporation
Snap-N-Spike is a registered trademark of Merck KGaA, Darmstadt, Germany

related product

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M-031

Morphine-3-β-D-glucuronide solution, 1 mg/mL in methanol with 0.05% NaOH, ampule of 1 mL, certified reference material, Cerilliant®

M-003

Morphine-D3 solution, 100 μg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

M-005

Morphine solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

M-006

Morphine-D3 solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

M-017

Morphine-D3-3-β-D-glucuronide solution, 100 μg/mL in methanol with 0.05% NaOH, ampule of 1 mL, certified reference material, Cerilliant®

M-018

Morphine-3-β-D-glucuronide solution, 100 μg/mL in methanol: water ( 50:50(v/v)), ampule of 1 mL, certified reference material, Cerilliant®

M-030

Morphine solution, 100 μg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

M-046

Morphine-6-β-D-glucuronide solution, 1.0 mg/mL in methanol: water (2:8), ampule of 1 mL, certified reference material, Cerilliant®

M-085

Morphine-D6 solution, 100 μg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

M-086

Morphine-D6 solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

M-120

Morphine-6-β-D-glucuronide-D3 solution, 100 μg/mL in methanol: water (1:1), ampule of 1 mL, certified reference material, Cerilliant®

Signal Word

Danger

Hazard Classifications

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

Target Organs

Eyes

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

75.2 °F - closed cup

Flash Point(C)

24 °C - closed cup

Certificates of Analysis (COA)

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Claire Trécant et al.
European journal of medicinal chemistry, 46(9), 4035-4041 (2011-06-22)
Synthesis and biological evaluation of new derivatives of Morphine-6-Glucuronide (M6G) are described. M6G is an active metabolite of morphine which displays more analgesia than morphine with a superior side effect profile but with a less efficiently BBB penetration. These phenomena
Toyofumi Suzuki
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 131(10), 1445-1451 (2011-10-04)
Opioid analgesics exhibit cationic properties under physiological conditions, and the mechanism underlying permeation of the blood-brain barrier thus cannot be fully explained by simple diffusion alone. Various types of transporters that exhibit substrate specificity are localized on the blood-brain barrier
Senthilkumar Sadhasivam et al.
Journal of opioid management, 8(4), 217-226 (2012-09-04)
Interindividual variability in analgesic response and adverse effects of opioids because of narrow therapeutic indices are major clinical problems. Morphine is an opioid commonly used in children to manage perioperative pain. Al-though size and age often are considered primary covariates
Kristin Moksnes et al.
European journal of clinical pharmacology, 68(8), 1147-1156 (2012-03-01)
Our aim was to compare pharmacological aspects of two switching strategies from morphine/oxycodone to methadone; the stop and go (SAG) strategy in which methadone is started directly after the initial opioid has been stopped, and the 3-days switch (3DS), in
J A Hannam et al.
Anaesthesia and intensive care, 40(5), 867-870 (2012-09-01)
A morphine plasma concentration/respiratory rate relationship has been described for both adults and children although that of its metabolite, morphine-6-glucuronide, remains uncertain. We describe this relationship in a child with end-stage renal failure who received repeat morphine administration over two
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