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41060-15-5

41060-15-5 structure
41060-15-5 structure
  • Name: Neobavaisoflavone
  • Chemical Name: 7-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]chromen-4-one
  • CAS Number: 41060-15-5
  • Molecular Formula: C20H18O4
  • Molecular Weight: 322.354
  • Catalog: Natural product Flavonoids
  • Create Date: 2018-09-18 09:39:45
  • Modify Date: 2024-01-02 20:42:06
  • Neobavaisoflavone, an isoflavone isolated from Psoralea corylifolia, has striking anti-inflammatory and anti-cancer effects. IC50 value: 42.93 μM (toward CCRF-CEM cells); 114.64 μM [against HCT116 (p53(+/+)) cells] [2]Target:In vitro: In the cancer cells, neobavaisoflavone sensitizes human U373MG glioma cells to TRAIL-mediated apoptosis; upregulated DR5 expression; induced TRAIL-mediated apoptosis in human glioma cells by suppressing migration and invasion, and by inhibiting anoikis resistance [1]. In caner cell lines, neobavaisoflavone is selectively active, and IC50 values below 115 μM were obtained on 6/9 cell lines, with values ranging from 42.93 μM (toward CCRF-CEM cells) to 114.64 μM [against HCT116 (p53(+/+)) cells] [2]. In vivo:

Name 7-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]chromen-4-one
Synonyms neobavaisoflavone
4H-1-Benzopyran-4-one, 7-hydroxy-3-[4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-
7-Hydroxy-3-[4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-4H-chromen-4-one
Description Neobavaisoflavone, an isoflavone isolated from Psoralea corylifolia, has striking anti-inflammatory and anti-cancer effects. IC50 value: 42.93 μM (toward CCRF-CEM cells); 114.64 μM [against HCT116 (p53(+/+)) cells] [2]Target:In vitro: In the cancer cells, neobavaisoflavone sensitizes human U373MG glioma cells to TRAIL-mediated apoptosis; upregulated DR5 expression; induced TRAIL-mediated apoptosis in human glioma cells by suppressing migration and invasion, and by inhibiting anoikis resistance [1]. In caner cell lines, neobavaisoflavone is selectively active, and IC50 values below 115 μM were obtained on 6/9 cell lines, with values ranging from 42.93 μM (toward CCRF-CEM cells) to 114.64 μM [against HCT116 (p53(+/+)) cells] [2]. In vivo:
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References

[1]. Kim YJ, et al. Neobavaisoflavone sensitizes apoptosis via the inhibition of metastasis in TRAIL-resistant human glioma U373MG cells. Life Sci. 2014 Jan 30;95(2):101-7.

[2]. Kuete V, Activity of three cytotoxic isoflavonoids from Erythrina excelsa and Erythrina senegalensis (neobavaisoflavone, sigmoidin H and isoneorautenol) toward multi-factorial drug resistant cancer cells. Phytomedicine. 2014 Apr 15;21(5):682-8.

[3]. Ming-Jaw Don, et al. Neobavaisoflavone stimulates osteogenesis via p38-mediated up-regulation of transcription factors and osteoid genes expression in MC3T3-E1 cells. Phytomedicine Volume 19, Issue 6, 15 April 2012, Pages 551–561

Density 1.3±0.1 g/cm3
Boiling Point 545.0±50.0 °C at 760 mmHg
Melting Point 195-196ºC
Molecular Formula C20H18O4
Molecular Weight 322.354
Flash Point 197.7±23.6 °C
Exact Mass 322.120514
PSA 70.67000
LogP 4.87
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.645
RIDADR NONH for all modes of transport
RTECS DJ3100028