97465-71-9

97465-71-9 structure

Name: Tanshindiol C
Chemical Name: (6R,7R)-6,7-Dihydroxy-1,6-dimethyl-6,7,8,9-tetrahydrophenanthro[1,2-b]furan-10,11-dione
CAS Number: 97465-71-9
Molecular Formula: C₁₈H₁₆O₅
Molecular Weight: 312.317
Catalog: Signaling Pathways Cell Cycle/DNA Damage Sirtuin
Create Date: 2018-06-05 12:16:40
Modify Date: 2025-08-23 09:57:51
Tanshindiol C is a S-adenosylmethionine-competitive EZH2 (Histone Methyltransferase) inhibitor with an IC50 of 0.55 μM for inhibiting the methyltransferase activity. Tanshindiol C is also an activator of both Nrf2 and Sirtuin 1 (Sirt1) in macrophages. Tanshindiol C possesses anti-cancer activity, and can be used for atherosclerosis research[1][2].

Name	(6R,7R)-6,7-Dihydroxy-1,6-dimethyl-6,7,8,9-tetrahydrophenanthro[1,2-b]furan-10,11-dione
Synonyms	Phenanthro[1,2-b]furan-10,11-dione, 6,7,8,9-tetrahydro-6,7-dihydroxy-1,6-dimethyl-, (6R,7R)- (6R,7R)-6,7-Dihydroxy-1,6-dimethyl-6,7,8,9-tetrahydrophenanthro[1,2-b]furan-10,11-dione

Description	Tanshindiol C is a S-adenosylmethionine-competitive EZH2 (Histone Methyltransferase) inhibitor with an IC50 of 0.55 μM for inhibiting the methyltransferase activity. Tanshindiol C is also an activator of both Nrf2 and Sirtuin 1 (Sirt1) in macrophages. Tanshindiol C possesses anti-cancer activity, and can be used for atherosclerosis research[1][2].
Related Catalog	Signaling Pathways >> Epigenetics >> Sirtuin Research Areas >> Cancer Signaling Pathways >> NF-κB >> Keap1-Nrf2 Research Areas >> Cardiovascular Disease Signaling Pathways >> Epigenetics >> Histone Methyltransferase Signaling Pathways >> Cell Cycle/DNA Damage >> Sirtuin
Target	EZH2:0.55 μM (IC50) SIRT1
In Vitro	Tanshindiol C (1-10 μM; for 24 h) 激活 Nrf2 并上调巨噬细胞中的 Prdx1 表达和 mRNA 水平。Tanshindiol C 通过激活 Prdx1/ABCA1 信号通路保护巨噬细胞免受 oxLDL 诱导的泡沫细胞形成[1]。 Tanshindiol C 以相似的效力抑制 EZH2 野生型和 A667G 突变体 (Ki 值为 176 nM) 的活性[2]。 Tanshindiol C 抑制 Pfeiffer、U-2932 和 Daudi（淋巴瘤）、PC3（前列腺癌）、T98G 和 U87MG（胶质瘤）以及 A549（肺癌）等细胞系的生长，GI50 值分别为 1.5 μM、9.5 μM , 10.6 μM, 4 μM, 6 μM, 5.7 μM 和 4.2 μM[2]。 Tanshindiol C (1-5 μM; 72 hours) 诱导亚 G1 期 Pfeiffer 细胞聚集，表明细胞处于晚期凋亡和坏死[2]。 Tanshindiol C (1-3 μM; 72 hours) 增加细胞中重要的细胞凋亡相关蛋白标志物、cleaved caspase-3、caspase-7 和聚 ADP-核糖聚合酶 (PRAP) 的蛋白水平。Tanshindiol C 显着降低细胞中的 H3K27me3[2]. RT-PCR[1] Cell Line: RAW264.7 cells Concentration: 1 μM, 3 μM, 10 μM Incubation Time: 24 h Result: Upregulated the Nrf2 and Prdx1 mRNA levels. Western Blot Analysis[1] Cell Line: Mouse peritoneal macrophages Concentration: 1 μM, 3 μM, 10 μM Incubation Time: 24 h Result: Activated Nrf2 and upregulated Prdx1 expression in macrophages. Cell Cycle Analysis[2] Cell Line: Pfeiffer cells Concentration: 1 μM, 2.5 μM and 5 μM Incubation Time: 72 hours Result: Induced accumulation of Pfeiffer cells in sub-G1 phase. Western Blot Analysis[2] Cell Line: Pfeiffer cells Concentration: 1 μM, 3 μM Incubation Time: 72 hours Result: The levels of H3K27me3 was significantly decreased in the cells.
References	[1]. Yuyu Yang, et al. Tanshindiol C inhibits oxidized low-density lipoprotein induced macrophage foam cell formation via a peroxiredoxin 1 dependent pathway. Biochim Biophys Acta Mol Basis Dis. 2018 Mar;1864(3):882-890. [2]. Jimin Woo, et al. Biological evaluation of tanshindiols as EZH2 histone methyltransferase inhibitors. Bioorg Med Chem Lett. 2014 Jun 1;24(11):2486-92.

Density	1.4±0.1 g/cm3
Boiling Point	561.5±50.0 °C at 760 mmHg
Molecular Formula	C₁₈H₁₆O₅
Molecular Weight	312.317
Flash Point	293.4±30.1 °C
Exact Mass	312.099762
LogP	2.25
Vapour Pressure	0.0±1.6 mmHg at 25°C
Index of Refraction	1.661

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