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Morphine-3-glucuronide

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Morphine-3-glucuronide

Morphine-3-glucuronide
Identifiers
CAS number 20290-09-9 N
PubChem 5484731
ChemSpider 4588593 YesY
MeSH Morphine-3-glucuronide
Jmol-3D images Image 1
Properties
Molecular formula C23H27NO9
Molar mass 461.462 g/mol
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Morphine-3-glucuronide is a metabolite of morphine produced by UGT2B7. It is not active as an opioid agonist,[1] but does have some action as a convulsant, which does not appear to be mediated through opioid receptors;[2] it is mediated by GABA/glycinergic system. As a polar compound, it has a limited ability to cross the blood–brain barrier, but renal failure may lead to its accumulation and result in seizures. Probenecid and inhibitors of P-glycoprotein can enhance uptake of morphine-3-glucuronide and, to a lesser extent, morphine-6-glucuronide.[3]

See also

  • Glucuronide
  • Morphine-6-glucuronide
  • 3-Monoacetylmorphine, the inactive 3,- position blocked by esterization (and thus inactive) of a semi-synthetic prodrug to morphine marking the same activity profile as the drug of this article
  • Morphine-N-oxide

References

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