CAS 116064-77-8|Dehydromiltirone

Introduction:Basic information about CAS 116064-77-8|Dehydromiltirone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameDehydromiltirone
CAS Number116064-77-8Molecular Weight280.36100
Density1.116g/cm3Boiling Point423.8ºC at 760mmHg
Molecular FormulaC19H20O2Melting Point/
MSDS/Flash Point180.5ºC

Names

Name8,8-dimethyl-2-propan-2-yl-7H-phenanthrene-3,4-dione
SynonymMore Synonyms

Dehydromiltirone BiologicalActivity

DescriptionDehydromiltirone (1,2-Didehydromiltirone) is a diterpenoid quinone with an anti-inflammatory effect. Dehydromiltirone prevents liver injury by modifying the MAPK and NF-κB signaling pathways, reducing neuroinflammatory responses, and inhibiting platelet aggregation. Dehydromiltirone can be used for osteoporosis research[1][2].
Related CatalogSignaling Pathways >>MAPK/ERK Pathway >>p38 MAPKResearch Areas >>Inflammation/Immunology
In VitroDehydromiltirone (100 μg/mL; 24 h) 抑制 Kupffer 细胞中的 p38 和 NF-κB 信号[1]。 Dehydromiltirone 抑制破骨细胞相关基因的表达,包括 NFATc1、CTSK、c-Fos、Acp5 和 MMP9;以及MAPK信号通路的 P38、ERK 和 JNK 的磷酸化;以及 NF-κB 信号通路中 IκB-α 的降解。Dehydromiltirone 通过降低相关基因的表达来发挥抗破骨细胞生成作用,最终在体外抑制骨吸收[2]。 Western Blot Analysis[1] Cell Line: Kupffer cells Concentration: 100 μg/mL Incubation Time: For 24 h Result: Significantly decreased p38 and p-p38 levels, NF-κBp65, IκB, and c-fos protein levels.
In VivoDehydromiltirone (50-200 mg/kg,口服;每天;连续五天) 保护肝脏免受 CCl4 诱导的损伤。Dehydromiltirone 可减少促炎细胞因子 TNF-α、IL-1 和 IL-6 的增加,表明它具有减轻肝脏炎症的作用[1]。 Animal Model: Rat model of acute liver injury[1] Dosage: 50 mg/kg, 100 mg/kg, and 200 mg/kg Administration: p.o.; daily; for five consecutive days Result: Protected liver from CCl4-induced damage.
References

[1]. Shuqiang Yue, et al. Salvia miltiorrhiza compounds protect the liver from acute injury by regulation of p38 and NFκB signaling in Kupffer cells. Pharm Biol. 2014 Oct;52(10):1278-85.  

[2]. Wei Deng, et al. Dehydromiltirone inhibits osteoclast differentiation in RAW264.7 and bone marrow macrophages by modulating MAPK and NF-κB activity. Front Pharmacol. 2022 Sep 21;13:1015693.  

Chemical & Physical Properties

Density1.116g/cm3
Boiling Point423.8ºC at 760mmHg
Molecular FormulaC19H20O2
Molecular Weight280.36100
Flash Point180.5ºC
Exact Mass280.14600
PSA34.14000
LogP4.18590
Vapour Pressure2.17E-07mmHg at 25°C
Index of Refraction1.57
InChIKeyFQRLDPKLRMEKLQ-UHFFFAOYSA-N
SMILESCC(C)C1=Cc2ccc3c(c2C(=O)C1=O)C=CCC3(C)C

Synonyms

dehydromiltirone
2-isopropyl-8,8-dimethyl-7.8-dihydrophenanthrene-3,4-dione
1,2-didehydromiltirone
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