1176-88-1

1176-88-1 structure

Name: 5-OH-HxMF
Chemical Name: 2-(3,4-dimethoxyphenyl)-5-hydroxy-3,6,7,8-tetramethoxychromen-4-one
CAS Number: 1176-88-1
Molecular Formula: C₂₁H₂₂O₉
Molecular Weight: 418.39400
Catalog: Signaling Pathways Apoptosis Apoptosis
Create Date: 2017-10-08 18:19:19
Modify Date: 2024-01-04 17:45:25
5-OH-HxMF is a hydroxylated polymethoxyflavone that has anti-inflammatory, anticancer, neurotrophic and neuroprotective activities[1][2][3].

Name	2-(3,4-dimethoxyphenyl)-5-hydroxy-3,6,7,8-tetramethoxychromen-4-one
Synonyms	2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,6,7,8-tetramethoxy-chromen-4-one HMS2267M18 5-hydroxy-3,6,7,8,3',4'-hexamethoxyflavone

Description	5-OH-HxMF is a hydroxylated polymethoxyflavone that has anti-inflammatory, anticancer, neurotrophic and neuroprotective activities[1][2][3].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Inflammation/Immunology Research Areas >> Neurological Disease
In Vitro	5-OH-HxMF（5-20 µM；48 小时）有效诱导 PC12 神经突生长，并伴有神经元分化标记蛋白生长相关蛋白 43(GAP-43)的表达[1] 。 5-OH-HxMF（20 µM；0-120 分钟）导致环 AMP 反应元件结合蛋白 (CREB) 磷酸化、c-fos 基因表达和 CRE 介导的转录增强[1]。 5-OH-HxMF 显着减少一氧化氮和前列腺素 E2 的产生，并下调脂多糖 (LPS) 刺激的 RAW 264.7 细胞中的诱导型一氧化氮合酶 (iNOS) 和 COX-2 表达。5-OH-HxMF 抑制促炎细胞因子的释放，例如肿瘤坏死因子-α 和 IL-1β，并降低转录水平。5-OH-HxMF 显着抑制 LPS 诱导的 NF-κB 从细胞质向细胞核的易位，这与抑制性 IκBα 降解的消除和随后核 p65 水平的降低有关[2]。 5-OH-HxMF 在人白血病细胞中抑制细胞生长并诱导细胞凋亡[3]。PC12 cells10 µM, 20 µM24 hPromoted GAP-43 expression in PC12 cells.PC12 cells20 µM0 min, 30 min, 60 min or 120 minStimulated phosphorylation of CREB in PC12 cells. Cell Viability Assay[1] Cell Line: PC12 cells Concentration: 5 µM, 10 µM, 20 µM Incubation Time: 48 h Result: Significantly evoked a dose-dependent increase on neurite outgrowth. Western Blot Analysis[1] Cell Line: PC12 cells Concentration: 5 µM, 10 µM, 20 µM Incubation Time: 24 h Result: Promoted GAP-43 expression in PC12 cells. Western Blot Analysis[1] Cell Line: PC12 cells Concentration: 20 µM Incubation Time: 0 min, 30 min, 60 min or 120 min Result: Stimulated phosphorylation of CREB in PC12 cells.
In Vivo	5-OH-HxMF（局部处理；每周两次；20 周；200 μL 丙酮中 1 和 3 μmol）是一种有效的抗肿瘤剂，其抑制作用是通过下调炎症 iNOS 和 COX-2 基因表达在小鼠皮肤中[3]。 Animal Model: Female ICR mice treated with 12-O-tetradecanoylphorbol-13-acetate (TPA)[3]. Dosage: 1 and 3 μmol in 200 μL acetone Administration: Topically treated; twice a week; for 20 weeks Result: Significantly inhibited TPA-induced mouse skin inflammation by decreasing inflammatory parameters.
References	[1]. Hui-Chi Lai, et al. Neurotrophic effect of citrus 5-hydroxy-3,6,7,8,3',4'-hexamethoxyflavone: promotion of neurite outgrowth via cAMP/PKA/CREB pathway in PC12 cells. PLoS One. 2011;6(11):e28280. [2]. Min Jeong Kim, et al. Anti-inflammatory effects of 5-hydroxy-3,6,7,8,3',4'-hexamethoxyflavone via NF-κB inactivation in lipopolysaccharide-stimulated RAW 264.7 macrophage. Mol Med Rep. 2014 Apr;9(4):1197-203. [3]. Ching-Shu Lai, et al. Inhibitory effect of citrus 5-hydroxy-3,6,7,8,3',4'-hexamethoxyflavone on 12-O-tetradecanoylphorbol 13-acetate-induced skin inflammation and tumor promotion in mice. Carcinogenesis. 2007 Dec;28(12):2581-8.

Density	1.37g/cm3
Boiling Point	631.7ºC at 760mmHg
Molecular Formula	C₂₁H₂₂O₉
Molecular Weight	418.39400
Flash Point	221.4ºC
Exact Mass	418.12600
PSA	105.82000
LogP	3.21720
Vapour Pressure	1.49E-16mmHg at 25°C
Index of Refraction	1.599

HS Code	2914509090

61451-85-2

74-88-4

1176-88-1

Literature: Phytochemistry (Elsevier), , vol. 24, # 4 p. 835 - 848

5071-47-6

24824-54-2

1178-24-1

1176-88-1

Literature: Proceedings - Indian Academy of Sciences, Section A, , # 23 p. 192,200

1168-42-9

2306-27-6

481-53-8

1251-84-9

478-01-3

Detail

Literature: WO2007/83263 A1, ; Page/Page column 6-8 ;

Precursor 10
61451-85-2 74-88-4 5071-47-6 24824-54-2
1168-42-9 2306-27-6 481-53-8 1251-84-9
478-01-3 1178-24-1
DownStream 1
1178-24-1

HS Code	2914509090
Summary	HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

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