Morphine 6-glucuronide
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Grundinformationen
- CAS
20290-10-2- Standard-SMILES
CN1CC[C@]23c4c5ccc(O)c4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)C=C[C@H]3[C@H]1C5- InChIKey
GNJCUHZOSOYIEC-GAROZEBRSA-N- Summenformel
- C23H27NO9
- Durchschnittliche Molmasse
- 461,5 g/mol
- Monoisotopische Masse
- 461,16858144
Namen und Bezeichner
- Bevorzugter Name
- Morphine 6-glucuronide
- IUPAC
- (2S,3S,4S,5R,6R)-6-[[(4R,4aR,7S,7aR,12bS)-9-hydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
- Englischer Name
- M-6-G trifluoroacetate-hydrate
- Summenformel
- C23H27NO9
- Molmasse
- 461.46
Namen und Synonyme
Morphine-6-glucuronideMorphine 6-glucuronideMORPHINE GLUCURONIDE20290-10-2Morphine 6-beta-D-glucopyranosiduronideMorphine glucuronide, (-)-64Y9KYM60Rglucuronido de morfinaglucuronide de morphineDTXSID40174158Morphine 6-beta-D-Glucuronidebeta-D-Glucopyranosiduronic acid, (5alpha,6alpha)-7,8-didehydro-4,5-epoxy-3-hydroxy-17-methylmorphinan-6-yl
Weitere Namen anzeigen
m6gMorphine 6-O-Glucuronidebeta-d-phinan-6-alpha-ylMorphine-β-D-GlucuronideMorphine 6--D-GlucuronideMorphine 6-b-D-GlucuronideGNJCUHZOSOYIEC-GVJIVAQVSA-NM-6-G trifluoroacetate-hydrate
morphine-6beta-glucuronide(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(((1S,5R,13R,14S,17R)-10-hydroxy-4-methyl-12-oxa-4-azapentacyclo(9.6.1.0^(1,13).0^(5,17).0^(7,18))octadeca-7(18),8,10,15-tetraen-14-yl)oxy)oxane-2-carboxylic acid(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,5R,13R,14S,17R)-10-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraen-14-yl]oxy}oxane-2-carboxylic acid(2S,3S,4S,5R,6R)-6-(((4R,4aR,7S,7aR,12bS)-9-hydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro(3,2-e)isoquinolin-7-yl)oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid(2S,3S,4S,5R,6R)-6-[[(4R,4aR,7S,7aR,12bS)-9-hydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acidmorphini glucuronidumRefChem:159759DTXCID0096649
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- -2,9
- Polarare Oberfläche (TPSA)
- 149 Ų
- H-Brücken-Donoren
- 5
- H-Brücken-Akzeptoren
- 10
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 33
- Formalladung
- 0
- Komplexität
- 839
Experimentelle und physikochemische Eigenschaften
Physical DescriptionSolid
Dissociation Constants2.77
Collision Cross Section206.67 Ų [M+H]+
Physikochemische Eigenschaften
- Schmelzpunkt
- 237 · 237-240°C (dec.)
- Siedepunkt
- 731.6 · 731.6±60.0 °C(Predicted)
- Dichte
- 1 · 1+-.0.1 g/cm3(Predicted)
- Flammpunkt
- 24 ℃ · 24℃
- storage temp.
- 20 °C · −20°C
- Löslichkeit
- DMSO (Slightly), Methanol (Very Slightly, Heated), Water (Slightly)
- Aggregatzustand
- Solid
- pka
- 2.79 · 2.79±0.70(Predicted)
- Farbe
- White to Pale Beige
- Stabilität
- Hygroscopic
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]；H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]
P261, P264, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Hazard Classes and CategoriesAcute Tox. 4 (100%)；Acute Tox. 4 (100%)；Skin Sens. 1 (100%)；Acute Tox. 4 (100%)
Sicherheitsdaten
- wgk
- 3
- ridadr
- UN 1993C 3 / PGIII
- RTECS-Nr.
- LZ6500700
- risk_code
- 20/21/22-43-39/23/24/25-10-23/24/25
- hazard_code
- Xn,T
- safety_code
- 36-36/37-45
- Speicherklasse
- 3 - Flammable liquids
- Hazard Classifications
- Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralFlam. Liq. 3STOT SE 1
Chemie und Industrie
Pharmakologische Informationen
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.
Tissue LocationsKidney；Liver
Cellular LocationsCytoplasm
Metabolite PathwaysMorphine Action Pathway；Morphine Metabolism Pathway
Anwendungen
VerwendenControlled Substance. Major metabolite of Morphine that is a potent opioid receptor agonist. Analgesic (narcotic)
Zugehörige Reaktionen
3
Notizen zur Verbindung
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