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Strictosidinic acid

Names

[ CAS No. ]:
150148-81-5

[ Name ]:
Strictosidinic acid

[Synonym ]:
(2S,3R,4S)-2-(β-D-Glucopyranosyloxy)-4-[(1S)-2,3,4,9-tetrahydro-1H-β-carbolin-1-ylmethyl]-3-vinyl-3,4-dihydro-2H-pyran-5-carboxylic acid
(2S,3R,4S)-3-ethenyl-2-(β-D-glucopyranosyloxy)-4-[(1S)-2,3,4,9-tetrahydro-1H-β-carbolin-1-ylmethyl]-3,4-dihydro-2H-pyran-5-carboxylic acid
2H-Pyran-5-carboxylic acid, 3-ethenyl-2-(β-D-glucopyranosyloxy)-3,4-dihydro-4-[[(1S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-, (2S,3R,4S)-

Biological Activity

[Description]:

Strictosidinic acid, an orally active glycoside indole monoterpene alkaloid isolated from Psychotria myriantha leaves, inhibits precursor enzymes of 5-HT biosynthesis and reduces the 5-HT levels. Strictosidinic acid has peripheral analgesic and antipyretic activities in mice[1][2].

[Related Catalog]:

Research Areas >> Neurological Disease
Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor
Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor

[Target]

5-HT Receptor


[In Vivo]

Strictosidinic acid (20 μg/μl; intra-hippocampal injection) causes a significance of 83.5% reduction in 5-HT levels. Strictosidinic acid (10 mg/kg; i.p.) causes a 63.4% reduction in 5-HT levels and a 67.4% reduction in DOPAC values in male Wistar rats, weighing 200-250 g[1].

[References]

[1]. F M Farias, et al. Strictosidinic Acid, Isolated From Psychotria Myriantha Mull. Arg. (Rubiaceae), Decreases Serotonin Levels in Rat Hippocampus. Fitoterapia. 2012 Sep;83(6):1138-43.

[2]. F M Farias, et al. Monoamine Levels in Rat Striatum After Acute Intraperitoneal Injection of Strictosidinic Acid Isolated From Psychotria Myriantha Mull. Arg. (Rubiaceae). Phytomedicine. 2010 Mar;17(3-4):289-91.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
792.8±60.0 °C at 760 mmHg

[ Molecular Formula ]:
C26H32N2O9

[ Molecular Weight ]:
516.540

[ Flash Point ]:
433.3±32.9 °C

[ Exact Mass ]:
516.210754

[ LogP ]:
-0.23

[ Vapour Pressure ]:
0.0±2.9 mmHg at 25°C

[ Index of Refraction ]:
1.692

[ Storage condition ]:
2-8℃

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds