3512-87-6
Chemical Structure
Akuammine
Synonym(s): (-)-Akuammine; Vincamajoridine
- CAS No.: 3512-87-6
- Formula:C22H26N2O4
- Molecular Weight:382.45
IUPAC Name: methyl (6aR,8aS,14S,E)-5-ethylidene-12-hydroxy-9-methyl-1,2,5,6-tetrahydro-4H,9H-3,8a,6-(epiethane[1,1,2]triyl)azocino[4',5':3,4]furo[2,3-b]indole-6a(7H)-carboxylate
InChIKey: YILKZADAWNUTTB-QLWRWLBVSA-N
SMILES: C/C=C(C1)\[C@H]2[C@]3(C(OC)=O)CO[C@@]45N(C)C6=CC=C(O)C=C6[C@]43CCN1[C@H]5C2
Biological Activity: Akuammine is an indole alkaloid that has been found in Picralima nitida and has analgesic activity. It selectively binds to the μ- and κ-opioid receptors over the δ-opioid receptor (Kis=0.3, 1.68, and 10.4 μM for the human receptors, respectively). Akuammine inhibits forskolin-induced cAMP production in HEK293 cells expressing human μ- or κ-opioid receptors (IC50s=2.6 and 0.073 μM, respectively). It increases the latency to withdrawal in the tail-flick or hot plate test in mice when administered at a dose of 60 mg/kg.
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Akuammine | Akuammine is an indole alkaloid that has been found in Picralima nitida and has analgesic activity. It selectively binds to the μ- and κ-opioid receptors over the δ-opioid receptor (Kis=0.3, 1.68, and 10.4 μM for the human receptors, respectively). Akuammine inhibits forskolin-induced cAMP production in HEK293 cells expressing human μ- or κ-opioid receptors (IC50s=2.6 and 0.073 μM, respectively). It increases the latency to withdrawal in the tail-flick or hot plate test in mice when administered at a dose of 60 mg/kg. | |||||||||||||||||||||
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