66777-70-6

66777-70-6 structure

Name: 5,7,3',4'-Tetrahydroxy-6,8-diprenylisoflavone
Chemical Name: 6,8-Diprenylorobol
CAS Number: 66777-70-6
Molecular Formula: C₂₅H₂₆O₆
Molecular Weight: 422.470
Catalog: Natural product Flavonoids
Create Date: 2016-06-20 19:19:53
Modify Date: 2024-01-05 02:29:29
6,8-Diprenylorobol, a prenylated isoflavone, is a nature product that could be isolated from the leaves of Cudrania tricuspidata. 6,8-Diprenylorobol antiproliferative effect and induces apoptosis through activation of p53 and generation of ROS[1][2].

Name	6,8-Diprenylorobol
Synonyms	3-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-6,8-bis(3-methyl-2-buten-1-yl)-4H-chromen-4-one 4H-1-Benzopyran-4-one, 3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6,8-bis(3-methyl-2-buten-1-yl)- 5,7,3',4'-Tetrahydroxy-6,8-diprenylisoflavone

Description	6,8-Diprenylorobol, a prenylated isoflavone, is a nature product that could be isolated from the leaves of Cudrania tricuspidata. 6,8-Diprenylorobol antiproliferative effect and induces apoptosis through activation of p53 and generation of ROS[1][2].
Related Catalog	Signaling Pathways >> Apoptosis >> Bcl-2 Family Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> Apoptosis >> Caspase Signaling Pathways >> PI3K/Akt/mTOR >> Akt Signaling Pathways >> MAPK/ERK Pathway >> p38 MAPK Signaling Pathways >> MAPK/ERK Pathway >> ERK Signaling Pathways >> MAPK/ERK Pathway >> JNK Signaling Pathways >> Stem Cell/Wnt >> ERK
In Vitro	6,8-Diprenylorobol (20-60 μM; 24-72 h) 抑制 LoVo 和 HCT15 细胞增殖[1]。 6,8-Diprenylorobol (20-60 μM;24 h) 诱导 LoVo 和 HCT15 细胞凋亡，激活 p53 并调控 MAPKs[1]。 6,8-Diprenylorobol (20-60 μM; 1 h) 增加 LoVo 和 HCT15 细胞的 ROS 水平[1]。 Cell Viability Assay[1] Cell Line: LoVo and HCT15 cells Concentration: 20, 40, and 60 μM Incubation Time: 24, 48, and 72 hours Result: Inhibited the growth of LoVo and HCT15 cells in a dose- and dose-dependent manner. Apoptosis Analysis[1] Cell Line: LoVo and HCT15 cells Concentration: 20, 40, and 60 μM Incubation Time: 24 hours Result: Induced apoptosis of LoVo and HCT15 cells in a dose- and time-dependent manner. Western Blot Analysis[1] Cell Line: LoVo and HCT15 cells Concentration: 20, 40, and 60 μM Incubation Time: 24, 48, and 72 hours Result: Decreased the expression of PARP and increased the expression of cleaved PARP. Up-regulated Bax and Bim expressions and downregulated Bcl-2 expression. Up-regulated cleaved caspase-3, -7, -8, and -9 expressions, and down-regulated procaspase-3, -7, -8, and -9 expressions. Decreased the expression of phosphorylated Akt, ERK, JNK, and p38 and increased the expression of FOXO3, p53, p27, and p21.
References	[1]. Choi YJ, et, al. 6,8-Diprenylorobol induces apoptosis in human colon cancer cells via activation of intracellular reactive oxygen species and p53. Environ Toxicol. 2021 May;36(5):914-925. [2]. Tuan Anh HL, et, al. Prenylated isoflavones from Cudrania tricuspidata inhibit NO production in RAW 264.7 macrophages and suppress HL-60 cells proliferation. J Asian Nat Prod Res. 2017 May;19(5):510-518.

Density	1.3±0.1 g/cm3
Boiling Point	667.1±55.0 °C at 760 mmHg
Molecular Formula	C₂₅H₂₆O₆
Molecular Weight	422.470
Flash Point	228.6±25.0 °C
Exact Mass	422.172943
PSA	111.13000
LogP	6.94
Vapour Pressure	0.0±2.1 mmHg at 25°C
Index of Refraction	1.650

Precursor 0
DownStream 1
60297-37-2

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