Introduction：Basic information about 2-[(1Z,2E)-1-Hydroxy-3-phenyl-2-propenylidene]-4-methoxy-4-cyclopentene-1,3-dione CAS 19956-53-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2-[(1Z,2E)-1-Hydroxy-3-phenyl-2-propenylidene]-4-methoxy-4-cyclopentene-1,3-dione Basic information
| Product Name: | 2-[(1Z,2E)-1-Hydroxy-3-phenyl-2-propenylidene]-4-methoxy-4-cyclopentene-1,3-dione |
| Synonyms: | 2-[(1Z,2E)-1-Hydroxy-3-phenyl-2-propenylidene]-4-methoxy-4-cyclopentene-1,3-dione;Lucidone;4-Cyclopentene-1,3-dione,2-[(2E)-1-hydroxy-3-phenyl-2-propenylidene]-4-methoxy-, (2Z)-;(2E)-2-[(2E)-1-Hydroxy-3-phenyl-2-propen-1-ylidene]-4-methoxy-4-cyclopentene-1,3-dione |
| CAS: | 19956-53-7 |
| MF: | C15H12O4 |
| MW: | 256.25 |
| EINECS: | |
| Product Categories: | |
| Mol File: | 19956-53-7.mol |
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2-[(1Z,2E)-1-Hydroxy-3-phenyl-2-propenylidene]-4-methoxy-4-cyclopentene-1,3-dione Chemical Properties
| Melting point | 166.5-168.5 °C |
| Boiling point | 489.6±45.0 °C(Predicted) |
| density | 1.30±0.1 g/cm3(Predicted) |
| pka | 4.50±1.00(Predicted) |
Safety Information
2-[(1Z,2E)-1-Hydroxy-3-phenyl-2-propenylidene]-4-methoxy-4-cyclopentene-1,3-dione Usage And Synthesis
| Uses | 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]. |
| Definition | ChEBI: Lucidone is an olefinic compound. It is functionally related to a cinnamic acid. |
| in vivo | Lucidone (1 mg/kg; intracranial injection; 3 times for 1 week) significantly increases the survival rate and body weight of DENV-infected mice[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. |
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| IC 50 | p38 MAPK; JNK; p50; p65; COX-2; NF-κB; iNOS; IKK |
| 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. DOI:10.1055/s-0029-1185309
[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. DOI:10.1080/21505594.2017.1421893 |
2-[(1Z,2E)-1-Hydroxy-3-phenyl-2-propenylidene]-4-methoxy-4-cyclopentene-1,3-dione Preparation Products And Raw materials
