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Morphine 6-glucuronide

Morphine 6-glucuronide structure

CAS No:
20290-10-2
Formula:
C23H27NO9
Chemical Name:
Morphine 6-glucuronide
Synonyms:
β-D-Glucopyranosiduronic acid,(5α,6α)-7,8-didehydro-4,5-epoxy-3-hydroxy-17-methylmorphinan-6-yl;Glucopyranosiduronic acid,7,8-didehydro-4,5α-epoxy-3-hydroxy-17-methylmorphinan-6α-yl,β-D-;Morphinan-3-ol,7,8-didehydro-4,5α-epoxy-6α-(β-D-glucopyranuronosyloxy)-17-methyl-;Morphinan,β-D-glucopyranosiduronic acid deriv.;Morphine 6-glucuronide;Morphine 6-β-D-glucuronide;Morphine 6-O-glucuronide;Morphine 6-β-D-glucopyranosiduronide;Morphine glucuronide;28932-95-8;32205-91-7;155755-06-9
Categories:
Analytical Chemistry > Standard

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Description

White Solid

Solid

Morphine-6-glucuronide is a morphinane alkaloid.

Morphine 6-glucuronide Basic Attributes

Molecular Weight：

593.5

Exact Mass：

461.46

UNII：

64Y9KYM60R

DSSTox ID：

DTXSID40174158

Characteristics

PSA：

149.15000

XLogP3：

-2.9

Appearance：

Solid

Density：

1.64g/cm3

Melting Point：

237-240°C (dec.)

Boiling Point：

731.6ºC at 760mmHg

Flash Point：

24℃

Refractive Index：

1.731

Storage Conditions：

−20°C

Collision Cross Section：

206.67 Å² [M+H]+

Safety Information

Transport codes：

UN 1993C 3 / PGIII

wgk germany：

hazard class code：

20/21/22-43-39/23/24/25-10-23/24/25

safety instructions：

36-36/37-45

RTECS Number：

LZ6500700

Marks：

Xn,T

Precautionary statement(s)：

P280

Hazard Statements：

H302-H312-H317-H332

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P272, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P321, P322, P330, P333+P313, P363, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Drug Indication：

Investigated for use/treatment in pain (acute or chronic).

Mechanism of Action：

M6G, morphine-6-glucuronide, is an active metabolite from liver metabolism of morphine. M6G has a similar mechanism of action to morphine, primarily acting on the mu opioid receptor, with slightly higher affinity to the delta receptor than and lower affinity for the kappa receptor than morphine. It is proposed that M6G has a lower affinity than morphine at the mu2 receptor but equal affinity to the u1 receptor, but these results are uncertain and are undergoing further investigation. The precise mechanism of the analgesic action of morphine is unknown. However, specific CNS opiate receptors have been identified and likely play a role in the expression of analgesic effects. The mechanism of respiratory depression involves a reduction in the responsiveness of the brain stem respiratory centers to increases in carbon dioxide tension and to electrical stimulation.

MeSH Entry Terms：

morphine-6-glucuronide

Morphine 6-glucuronide Use and Manufacturing

Controlled Substance. Major metabolite of Morphine that is a potent opioid receptor agonist. Analgesic (narcotic)

Computed Properties

Molecular Weight:461.5
XLogP3:-2.9
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:3
Exact Mass:461.16858144
Monoisotopic Mass:461.16858144
Topological Polar Surface Area:149
Heavy Atom Count:33
Complexity:839
Defined Atom Stereocenter Count:10
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes