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150148-81-5

150148-81-5 structure
150148-81-5 structure
  • Name: Strictosidinic acid
  • Chemical Name: (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
  • CAS Number: 150148-81-5
  • Molecular Formula: C26H32N2O9
  • Molecular Weight: 516.540
  • Catalog: Natural product Alkaloid
  • Create Date: 2018-06-18 15:38:35
  • Modify Date: 2024-01-10 17:56:50
  • 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].

Name (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
Synonyms (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)-
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
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.

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℃
Hazard Codes Xi