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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H27NO9
Molecular Weight 461.4618
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MORPHINE-3-GLUCURONIDE

SMILES

[H][C@]12C=C[C@H](O)[C@@H]3OC4=C5C(C[C@H]1N(C)CC[C@@]235)=CC=C4O[C@@H]6O[C@@H]([C@@H](O)[C@H](O)[C@H]6O)C(O)=O

InChI

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

HIDE SMILES / InChI

Molecular Formula C23H27NO9
Molecular Weight 461.4618
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Lack of effect of ondansetron on the pharmacokinetics and analgesic effects of morphine and metabolites after single-dose morphine administration in healthy volunteers.
2001 Apr
Discriminative stimulus effects of intravenous heroin and its metabolites in rhesus monkeys: opioid and dopaminergic mechanisms.
2001 Nov
Ethnicity influences morphine pharmacokinetics and pharmacodynamics.
2001 Oct
Ultrafast liquid chromatography/tandem mass spectrometry bioanalysis of polar analytes using packed silica columns.
2002
Verapamil decreases glucuronidase activity in the gut.
2002 Apr 15
Pharmacogenetics of codeine metabolism in an urban population of children and its implications for analgesic reliability.
2002 Dec
Diclofenac does not interact with codeine metabolism in vivo: a study in healthy volunteers.
2002 Feb 27
Pain, sedation and morphine metabolism in cancer patients during long-term treatment with sustained-release morphine.
2002 Mar
The study of codeine-gluthetimide pharmacokinetic interaction in rats.
2003 Aug 8
The oral-to-intravenous equianalgesic ratio of morphine based on plasma concentrations of morphine and metabolites in advanced cancer patients receiving chronic morphine treatment.
2003 Dec
[Development of opioid tolerance -- molecular mechanisms and clinical consequences].
2003 Jan
Influences on serum concentrations of morphine, M6G and M3G during routine clinical drug monitoring: a prospective survey in 300 adult cancer patients.
2003 Jul
The pharmacokinetics of the interstitial space in humans.
2003 Jul 30
High levels of morphine-6-glucuronide in street heroin addicts.
2003 Nov
The neuroexcitatory morphine metabolite, morphine-3-glucuronide (M3G), is not neurotoxic in primary cultures of either hippocampal or cerebellar granule neurones.
2003 Oct
Determination of morphine and morphine glucuronides in human plasma by 96-well plate solid-phase extraction and liquid chromatography-electrospray ionization mass spectrometry.
2003 Oct 25
Developmental pharmacokinetics of morphine and its metabolites in neonates, infants and young children.
2004 Feb
Comparison of the antinociceptive effect of morphine, methadone, buprenorphine and codeine in two substrains of Sprague-Dawley rats.
2004 May 10
Determination of morphine, morphine-3-glucuronide and morphine-6-glucuronide in monkey and dog plasma by high-performance liquid chromatography-electrospray ionization tandem mass spectrometry.
2004 May 28
Simultaneous measurement and integrated analysis of analgesia and respiration after an intravenous morphine infusion.
2004 Nov
Validated assay for the determination of markers of illicit heroin in urine samples for the control of patients in a heroin prescription program.
2004 Nov 5
Transfer of morphine along the olfactory pathway to the central nervous system after nasal administration to rodents.
2005 Apr
The contribution of fetal metabolism to the disposition of morphine.
2005 Jan
Development and validation of a radioreceptor assay for the determination of morphine and its active metabolites in serum.
2005 Oct 4
Optimizing recombinant antibody function in SPR immunosensing. The influence of antibody structural format and chip surface chemistry on assay sensitivity.
2006 Aug 15
Direct nose-to-brain transfer of morphine after nasal administration to rats.
2006 Mar
An automated and fully validated LC-MS/MS procedure for the simultaneous determination of 11 opioids used in palliative care, with 5 of their metabolites.
2006 May
Substance Class Chemical
Created
by admin
on Wed Jul 05 22:54:28 UTC 2023
Edited
by admin
on Wed Jul 05 22:54:28 UTC 2023
Record UNII
O27Z9CH39A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MORPHINE-3-GLUCURONIDE
Common Name English
MORPHINE 3-O-.BETA.-D-GLUCURONIDE
Common Name English
.BETA.-D-GLUCOPYRANOSIDURONIC ACID
Common Name English
.BETA.-D-GLUCOPYRANOSIDURONIC ACID, (5.ALPHA.,6.ALPHA.)-7,8-DIDEHYDRO-4,5-EPOXY-6-HYDROXY-17-METHYLMORPHINAN-3-YL
Systematic Name English
GLUCOPYRANOSIDURONIC ACID, MORPHINE-3, .BETA.-D-
Common Name English
Code System Code Type Description
WIKIPEDIA
MORPHINE-3-GLUCURONIDE
Created by admin on Wed Jul 05 22:54:28 UTC 2023 , Edited by admin on Wed Jul 05 22:54:28 UTC 2023
PRIMARY
EPA CompTox
DTXSID80174157
Created by admin on Wed Jul 05 22:54:28 UTC 2023 , Edited by admin on Wed Jul 05 22:54:28 UTC 2023
PRIMARY
FDA UNII
O27Z9CH39A
Created by admin on Wed Jul 05 22:54:28 UTC 2023 , Edited by admin on Wed Jul 05 22:54:28 UTC 2023
PRIMARY
CAS
20290-09-9
Created by admin on Wed Jul 05 22:54:28 UTC 2023 , Edited by admin on Wed Jul 05 22:54:28 UTC 2023
PRIMARY
PUBCHEM
5484731
Created by admin on Wed Jul 05 22:54:28 UTC 2023 , Edited by admin on Wed Jul 05 22:54:28 UTC 2023
PRIMARY
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