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Merck
CN

M3528

Morphine 6-β-D-glucuronide hydrate

≥90% (HPLC)

别名:

M6G

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关于此项目

经验公式（希尔记法）:
C23H27NO9 · 2H2O
化学文摘社编号:
20290-10-2
分子量:
497.49
NACRES:
NA.77
PubChem Substance ID:
24896850
UNSPSC Code:
41116107
MDL number:
MFCD00167238

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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

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 key

NRBQUVXMCUQJPZ-WFLHAITMSA-N

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), kontrollierte Droge in Deutschland

storage temp.

−20°C

Biochem/physiol Actions

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

Legal Information

German
Dieses Produkt fällt unter das Betäubungsmittelgesetz (BtMG). Für eine Bestellung dieses Produktes ist eine Erlaubnis nach § 3 BtMG zwingend erforderlich, es sei denn, es greift eine Ausnahme von der Erlaubnispflicht nach § 4 oder § 26 BtMG.

English
This product is subject to the German Narcotics Act. A permit under Section 3 of the German Narcotics Act is mandatory for ordering this product unless an exemption from the permit requirement under Section 4 or Section 26 of the German Narcotics Act applies.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

法规信息

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历史批次信息供参考:

分析证书(COA)

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

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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
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
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
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