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6871-21-2

6871-21-2 structure
6871-21-2 structure
  • Name: Asimilobine
  • Chemical Name: (R)-1-methoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-2-ol
  • CAS Number: 6871-21-2
  • Molecular Formula: C17H17NO2
  • Molecular Weight: 267.322
  • Catalog: Natural product Alkaloid
  • Create Date: 2017-03-09 08:03:55
  • Modify Date: 2024-01-17 16:34:02
  • Asimilobine is an aporphine isoquinoline alkaloid isolated from plant species of Magnolia obobata Thun. Asimilobine is a dopamine biosynthesis inhibitor and a serotonergic receptor antagonist. Asimilobine shows an antimalarial and anti-cancer activity[1][2].

Name (R)-1-methoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-2-ol
Synonyms Asimilobine
4H-Dibenzo(de,g)quinolin-2-ol, 5,6,6a,7-tetrahydro-1-methoxy-, (R)-
4H-Dibenzo[de,g]quinolin-2-ol, 5,6,6a,7-tetrahydro-1-methoxy-, (6aR)-
(6aR)-1-Methoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-2-ol
Description Asimilobine is an aporphine isoquinoline alkaloid isolated from plant species of Magnolia obobata Thun. Asimilobine is a dopamine biosynthesis inhibitor and a serotonergic receptor antagonist. Asimilobine shows an antimalarial and anti-cancer activity[1][2].
Related Catalog
Target

Dopamine Receptor

serotonergic receptor

In Vitro Asimilobine (0.05-0.2 μM; for 24 h) shows a significant inhibition of intracellular dopamine levels in a concentration-dependent manner with an IC50 value of 0.13 μM[2]. Asimilobine (0.15 μM) inhibits tyrosine hydroxylase (TH) and aromatic L-amino acid decarboxylase (AADC) activities at 24 h[2]. Asimilobine also decreases TH mRNA levels and intracellular cyclic AMP levels[2].
References

[1]. N Shoji, et al. Asimilobine and Lirinidine, Serotonergic Receptor Antagonists, From Nelumbo Nucifera. J Nat Prod. Jul-Aug 1987;50(4):773-4.

[2]. Chun-Mei Jin, et al. Effects of Asimilobine on Dopamine Biosynthesis and l-DOPA-induced Cytotoxicity in PC12 Cells. J Asian Nat Prod Res. Jul-Aug 2008;10(7-8):747-55.

Density 1.2±0.1 g/cm3
Boiling Point 472.5±45.0 °C at 760 mmHg
Melting Point 177-179℃ (acetone )
Molecular Formula C17H17NO2
Molecular Weight 267.322
Flash Point 239.6±28.7 °C
Exact Mass 267.125916
PSA 41.49000
LogP 2.46
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.638
Hazard Codes Xi
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