Morphine-3-glucuronide
From Self-sufficiency
| Morphine-3-glucuronide | |
|---|---|
| File:Morphine-3-glucuronide.svg | |
| style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
| CAS number | 20290-09-9 |
| PubChem | 4318740 |
| MeSH | Morphine-3-glucuronide |
| style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
| Molecular formula | C23H27NO9 |
| Molar mass | 461.462 g/mol |
| 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 drug of this article
References
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- ↑ Template:Bertram G. Katzung, Susan B. Masters, Anthony J. Trevor
