<Suppliers Price>

5-(6-Hydroxybenzofuran-2-yl)-2-(3-methyl-2-butenyl)-1,3-benzenediol

Names

[ CAS No. ]:
69120-06-5

[ Name ]:
5-(6-Hydroxybenzofuran-2-yl)-2-(3-methyl-2-butenyl)-1,3-benzenediol

[Synonym ]:
Moracin C
1,3-Benzenediol, 5-(6-hydroxy-2-benzofuranyl)-2-(3-methyl-2-buten-1-yl)-
5-(6-Hydroxy-1-benzofuran-2-yl)-2-(3-methyl-2-buten-1-yl)-1,3-benzenediol
1,3-Benzenediol, 5-(6-hydroxy-2-benzofuranyl)-2-(3-methyl-2-butenyl)-
5-(6-Hydroxy-benzofuran-2-yl)-2-(3-methyl-but-2-enyl)-benzene-1,3-diol

Biological Activity

[Description]:

Moracin C, a natural product, is an anti-inflammatory agent. Moracin C inhibits LPS-activated reactive oxygen species (ROS) and nitric oxide (NO) release from cells[1].

[Related Catalog]:

Research Areas >> Inflammation/Immunology
Signaling Pathways >> Immunology/Inflammation >> COX

[Target]

COX-2


[In Vitro]

Moracin C (1-50 μM，24 小时) 抑制 RAW264.7 细胞释放 LPS 激活的活性氧 (ROS) 和一氧化氮 (NO)[1]。 Moracin C (1-50 μM, 2 h) 抑制 RAW264.7 细胞中 iNOS 和 COX-2 的 mRNA 和蛋白表达[1]。 Moracin C (1-50 μM，2 小时) 抑制 LPS 激活的 RAW 264.7 细胞中促炎细胞因子 (IL-1β、IL-6 和 TNF-α) 的产生[1]。 Moracin C (1-50 μM，2 小时) 抑制 LPS 激活的 RAW 264.7 细胞中 p38、ERK 和 JNK 的磷酸化[1]。 RT-PCR[1] Cell Line: RAW 264.7 macrophages Concentration: 1, 10, 25, 50 μM Incubation Time: 2 h Result: Inhibited LPS-induced mRNA expression of iNOS and COX-2. Western Blot Analysis[1] Cell Line: RAW 264.7 macrophages Concentration: 1, 10, 25, 50 μM Incubation Time: 2 h Result: Inhibited LPS-induced TLR4 expression and NF-κB activation. Reduced phosphorylated p38, ERK and JNK levels.

[In Vivo]

Moracin C (100 mg/kg，灌胃，小鼠) 在肠道内吸收迅速、吸收良好，在胃肠道、肝脏、肾脏和肺部分布较广[2]。 Animal Model: Mice (PK Assay)[2] Dosage: 100 mg/kg Administration: Oral gavage Result: Pharmacokinetic profile of Moracin C. Parameters Terminal half-life (min) Cmax (μg/mL) Tmax (min) CLR (mL/min/kg) 100 mg/kg 256 1.79 15 0.032

[References]

[1]. Yao X, et al. Moracin C, A Phenolic Compound Isolated from Artocarpus heterophyllus, Suppresses Lipopolysaccharide-Activated Inflammatory Responses in Murine Raw264.7 Macrophages. Int J Mol Sci. 2016 Jul 25;17(8):1199.  

[2]. You BH, et al. Pharmacokinetic Properties of Moracin C in Mice. Planta Med. 2021 Jul;87(8):642-651.  

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
439.4±35.0 °C at 760 mmHg

[ Molecular Formula ]:
C19H18O4

[ Molecular Weight ]:
310.344

[ Flash Point ]:
219.6±25.9 °C

[ Exact Mass ]:
310.120514

[ PSA ]:
73.83000

[ LogP ]:
4.46

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.664

Safety Information

[ Hazard Codes ]:
Xi

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream