Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

M3528

Sigma-Aldrich

Morphine 6-β-D-glucuronide hydrate

≥90% (HPLC)

Synonym(s):

M6G

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C23H27NO9 · 2H2O
CAS Number:
20290-10-2
Molecular Weight:
497.49
MDL number:
MFCD00167238
UNSPSC Code:
41116107
PubChem Substance ID:
24896850
NACRES:
NA.77

Assay

≥90% (HPLC)

drug control

USDEA Schedule II; Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; estupefaciente (Spain); Decreto Lei 15/93: Tabela IA (Portugal)

storage temp.

−20°C

SMILES string

[H]O[H].[H]O[H].[H][C@]2(O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)C=C[C@@]3([H])[C@H]4Cc5ccc(O)c6O[C@]2([H])[C@]3(CCN4C)c56

InChI

1S/C23H27NO9.2H2O/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);2*1H2/t10-,11+,13-,15-,16-,17+,19-,20-,22+,23-;;/m0../s1

InChI key

NRBQUVXMCUQJPZ-WFLHAITMSA-N

Looking for similar products? Visit Product Comparison Guide

Biochem/physiol Actions

Major metabolite of morphine that is a potent μ−opioid receptor agonist.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332,H317

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
079H13831
079H1383
102K3350
041K3357
034H3363

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

E K Krzanowska et al.
Brain research, 799(2), 329-333 (1998-07-24)
The present study examined whether morphine and morphine-6beta-glucuronide (M6G) analgesia on the tail-flick and jump tests differed in potency in the periaqueductal gray, the locus coeruleus or the rostral ventromedial medulla. Morphine and M6G significantly and dose-dependently elicited analgesia on
D Wu et al.
Drug metabolism and disposition: the biological fate of chemicals, 25(6), 768-771 (1997-06-01)
The blood-brain barrier (BBB) permeability to morphine and morphine-6-glucuronide (M6G) is measured under identical conditions using an intravenous injection method in the rat and HPLC separation of morphine from its metabolites. The brain uptake of M6G expressed as %ID/g was
S V Löser et al.
Naunyn-Schmiedeberg's archives of pharmacology, 354(2), 192-197 (1996-07-01)
We investigated the nature of interaction of morphine-3-O-beta-D-glucuronide (M3G) and morphine-6-O-beta-D-glucuronide (M6G) with opioid binding sites at the mu-, delta- and kappa-opioid receptors (mu-OR, delta-OR and kappa-OR) in cerebral membranes. Saturation binding experiments revealed a competitive interaction of M6G with
B Frances et al.
The Journal of pharmacology and experimental therapeutics, 262(1), 25-31 (1992-07-01)
The antinociceptive properties of morphine-6 beta-glucuronide (M6G) and morphine (oral, i.c.v. and s.c.) were examined in two tests involving different nociceptive stimuli [i.e., cutaneous-thermal (tail-flick) and chemical-visceral (acetic acid-writhing)] in both naive and chronically treated mice. Twenty min after i.c.v.
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service