483-34-1
Chemical Structure
(-)-Isocorypalmine
Synonym(s): Tetrahydrocolumbamine; (S)-Tetrahydrocolumbamine
- CAS No.: 483-34-1
- Formula:C20H23NO4
- Molecular Weight:341.40
IUPAC Name: (S)-3,9,10-trimethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinolin-2-ol
InChIKey: KDFKJOFJHSVROC-INIZCTEOSA-N
SMILES: OC(C=C1[C@@]2([H])N3CC4=C(C=CC(OC)=C4OC)C2)=C(C=C1CC3)OC
Biological Activity: (-)-Isocorypalmine (Tetrahydrocolumbamine; (S)-Tetrahydrocolumbamine) is a dopamine receptor ligand and modulator capable of crossing the blood-brain barrier. (-)-Isocorypalmine exhibits receptor selectivity, acting as a partial agonist of dopamine D1 and D5 receptors (coupled via Gs proteins), as well as an antagonist of D2, D3 and D4 receptors (by blocking Gi protein-mediated signaling). (-)-Isocorypalmine shows no significant binding to various non-dopamine receptors, ion channels and transporters. (-)-Isocorypalmine is metabolically stable in vivo, effectively inhibits spontaneous and cocaine-induced hyperlocomotion, sensitization and conditioned place preference in mice, and does not induce addictive place preference when administered alone. (-)-Isocorypalmine can be used in addiction research[1][2].
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(-)-Isocorypalmine | 99.67% | (-)-Isocorypalmine (Tetrahydrocolumbamine; (S)-Tetrahydrocolumbamine) is a dopamine receptor ligand and modulator capable of crossing the blood-brain barrier. (-)-Isocorypalmine exhibits receptor selectivity, acting as a partial agonist of dopamine D1 and D5 receptors (coupled via Gs proteins), as well as an antagonist of D2, D3 and D4 receptors (by blocking Gi protein-mediated signaling). (-)-Isocorypalmine shows no significant binding to various non-dopamine receptors, ion channels and transporters. (-)-Isocorypalmine is metabolically stable in vivo, effectively inhibits spontaneous and cocaine-induced hyperlocomotion, sensitization and conditioned place preference in mice, and does not induce addictive place preference when administered alone. (-)-Isocorypalmine can be used in addiction research. | ||||||||||||||||||||
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References
- [1]. Xu W, et al. L-isocorypalmine reduces behavioral sensitization and rewarding effects of cocaine in mice by acting on dopamine receptors. Drug Alcohol Depend. 2013;133(2):693-703. [Content Brief]
- [2]. Wang W, et al. Pharmacokinetics, tissue distribution, and excretion studies of l‐isocorypalmine using ultra high performance liquid chromatography with tandem mass spectrometry[J]. Journal of separation science, 2017, 40(5): 1040-1048.
