Morphine-6-glucuronide

Morphine-6-glucuronide
Names
	Other names M6G
Identifiers
CAS Number	20290-10-2 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1330 ;
ChemSpider	4514548 ;
ECHA InfoCard	100.161.871
MeSH	Morphine-6-glucuronide
PubChem CID	5360621;
UNII	64Y9KYM60R ;
CompTox Dashboard (EPA)	DTXSID40174158 ;
	InChI 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 Key: GNJCUHZOSOYIEC-GAROZEBRSA-N ; InChI=1/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 Key: GNJCUHZOSOYIEC-GAROZEBRBC;
	SMILES O=C(O)[C@H]6O[C@@H](O[C@H]1/C=C\[C@@H]5[C@@]24c3c(ccc(O)c3O[C@@H]12)C[C@H]5N(C)CC4)[C@H](O)[C@@H](O)[C@@H]6O;
Properties
Chemical formula	C23H27NO9
Molar mass	461.46 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Morphine-6-glucuronide (M6G) is a major active metabolite of morphine. M6G is formed from morphine by the enzyme UGT2B7.^[1] It has analgesic effects more potent than morphine.^[2] M6G can accumulate to toxic levels in kidney failure.^[3]^[4]

^ Coffman BL, Rios GR, King CD, Tephly TR (1 January 1997). "Human UGT2B7 catalyzes morphine glucuronidation". Drug Metab. Dispos. 25 (1): 1–4. PMID 9010622.
^ van Dorp EL, Romberg R, Sarton E, Bovill JG, Dahan A (2006). "Morphine-6-glucuronide: morphine's successor for postoperative pain relief?". Anesthesia and Analgesia. 102 (6): 1789–1797. doi:10.1213/01.ane.0000217197.96784.c3. PMID 16717327. S2CID 18890026.
^ Cite error: The named reference Osborne1986 was invoked but never defined (see the help page).
^ Cite error: The named reference Osborne1993 was invoked but never defined (see the help page).

[1] Coffman BL, Rios GR, King CD, Tephly TR (1 January 1997). "Human UGT2B7 catalyzes morphine glucuronidation". Drug Metab. Dispos. 25 (1): 1–4. PMID 9010622.

[van_Dorp-2] van Dorp EL, Romberg R, Sarton E, Bovill JG, Dahan A (2006). "Morphine-6-glucuronide: morphine's successor for postoperative pain relief?". Anesthesia and Analgesia. 102 (6): 1789–1797. doi:10.1213/01.ane.0000217197.96784.c3. PMID 16717327. S2CID 18890026.

[Osborne1986-3] Cite error: The named reference Osborne1986 was invoked but never defined (see the help page).

[Osborne1993-4] Cite error: The named reference Osborne1993 was invoked but never defined (see the help page).

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