19956-53-7

19956-53-7 structure

Name: lucidone
Chemical Name: (2E)-2-[(2E)-1-Hydroxy-3-phenyl-2-propen-1-ylidene]-4-methoxy-4-c yclopentene-1,3-dione
CAS Number: 19956-53-7
Molecular Formula: C₁₅H₁₂O₄
Molecular Weight: 256.253
Catalog: Natural product Chalcone
Create Date: 2016-09-30 23:20:28
Modify Date: 2024-01-06 18:07:43
Lucidone, an anti-inflammatory agent that can be isolated from the fruit of Lindera erythrocarpa Makino. Lucidone inhibits LPS-induced NO and PGE2 production in RAW 264.7 mouse macrophages. Lucidone also decreases TNF-α secretion, iNOS and COX-2 expression. Lucidone prevents NF-κB translocation and inhibits JNK and p38MAPK signals. Lucidone also has inhibitory activity against Dengue virus (DENV) (EC50=25 μM)[1][2].

Name	(2E)-2-[(2E)-1-Hydroxy-3-phenyl-2-propen-1-ylidene]-4-methoxy-4-c yclopentene-1,3-dione
Synonyms	(2Z)-2-[(2E)-1-Hydroxy-3-phenyl-2-propen-1-ylidene]-4-methoxy-4-cyclopentene-1,3-dione 4-Cyclopentene-1,3-dione, 2-[(2E)-1-hydroxy-3-phenyl-2-propen-1-ylidene]-4-methoxy-, (2Z)-

Description	Lucidone, an anti-inflammatory agent that can be isolated from the fruit of Lindera erythrocarpa Makino. Lucidone inhibits LPS-induced NO and PGE2 production in RAW 264.7 mouse macrophages. Lucidone also decreases TNF-α secretion, iNOS and COX-2 expression. Lucidone prevents NF-κB translocation and inhibits JNK and p38MAPK signals. Lucidone also has inhibitory activity against Dengue virus (DENV) (EC50=25 μM)[1][2].
Related Catalog	Signaling Pathways >> NF-κB >> IKK Research Areas >> Infection Signaling Pathways >> Immunology/Inflammation >> NO Synthase Signaling Pathways >> MAPK/ERK Pathway >> p38 MAPK Research Areas >> Inflammation/Immunology Signaling Pathways >> Immunology/Inflammation >> COX Signaling Pathways >> MAPK/ERK Pathway >> JNK
Target	p38 MAPK JNK p50 p65 COX-2 NF-κB iNOS IKK
In Vitro	Lucidone (10 μg/mL, 25 μg/mL; 1 h 或 20 h) 降低 RAW 264.7 巨噬细胞受 LPS (1 μg/mL) 诱导而导致 TNF-α 分泌 (20 h) 以及 PGE2 产量 (1 h) 的增加[1]。 Lucidone (10 μg/mL, 25 μg/mL; 8 h) 抑制 RAW 264.7 巨噬细胞受 LPS (1 μg/mL) 诱导而导致的 iNOS 和 COX-2 表达的增加[1]。 Lucidone (10 μg/mL, 25 μg/mL; 1 h) 抑制 RAW 264.7 巨噬细胞受 LPS (1 μg/mL) 诱导而导致的 NF-κB p65/p50 水平的增加，以及 IKK 蛋白的磷酸化[1]。 Lucidone (0-40 μM; 3 d) 降低感染 Huh-7 细胞中 DENV 的病毒滴度[2]。 Western Blot Analysis[1] Cell Line: RAW 264.7 macrophages Concentration: 5 μg/mL, 10 μg/mL, 25 μg/mL Incubation Time: 1 hour Result: Inhibited LPS-induced NF-κB nuclear translocation, decreased the level of p65 and of the p50 subunits at 10 μg/mL and 25 μg/mL. Inhibited the phosphorylation of IKK at 10 μg/mL and 25 μg/mL. Cell Viability Assay[2] Cell Line: Huh-7 cells infected with DENV Concentration: 5 μM, 10 μM, 20 μM, and 40 μM Incubation Time: 3 days Result: Showed no significant cell viability on Huh-7 cells, while leading to a decrease on viral load of DENV.
In Vivo	Lucidone (1 mg/kg; 颅内注射; 一周内 3 次) 显著提高 DENV 感染小鼠的存活率和体重[2]。 Animal Model: DENV-infected ICR mice[2] Dosage: 0.4 mg/kg, 1 mg/kg Administration: Intracranial injection; 3 times dose at day 2, 4, 6 after DENV infection Result: Increased the survival rate and body weight of DENV-infected mice on day 7.
References	[1]. Senthil Kumar KJ, et aL. Lucidone inhibits iNOS and COX-2 expression in LPS-induced RAW 264.7 murine macrophage cells via NF-kappaB and MAPKs signaling pathways. Planta Med. 2009 Apr;75(5):494-500. [2]. Chen WC, et al. Lucidone suppresses dengue viral replication through the induction of heme oxygenase-1. Virulence. 2018 Jan 1;9(1):588-603.

Density	1.3±0.1 g/cm3
Boiling Point	489.6±45.0 °C at 760 mmHg
Molecular Formula	C₁₅H₁₂O₄
Molecular Weight	256.253
Flash Point	188.6±22.2 °C
Exact Mass	256.073547
PSA	63.60000
LogP	1.95
Vapour Pressure	0.0±1.3 mmHg at 25°C
Index of Refraction	1.620
Storage condition	2-8℃

Hazard Codes	Xi
HS Code	2914509090

Precursor 7
63446-77-5 852936-82-4 852936-80-2 852936-83-5
100-52-7 236389-52-9 852936-81-3
DownStream 0

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%

19956-53-7	97653-93-5
1446750-73-7	97653-92-4