ChemicalBook > CAS DataBase List > 2-[(1Z,2E)-1-Hydroxy-3-phenyl-2-propenylidene]-4-methoxy-4-cyclopentene-1,3-dione

2-[(1Z,2E)-1-Hydroxy-3-phenyl-2-propenylidene]-4-methoxy-4-cyclopentene-1,3-dione

Product Name
2-[(1Z,2E)-1-Hydroxy-3-phenyl-2-propenylidene]-4-methoxy-4-cyclopentene-1,3-dione
CAS No.
19956-53-7
Chemical Name
2-[(1Z,2E)-1-Hydroxy-3-phenyl-2-propenylidene]-4-methoxy-4-cyclopentene-1,3-dione
Synonyms
Lucidone;2-[(1Z,2E)-1-Hydroxy-3-phenyl-2-propenylidene]-4-methoxy-4-cyclopentene-1,3-dione;(2E)-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-propenylidene]-4-methoxy-, (2Z)-
CBNumber
CB32214156
Molecular Formula
C15H12O4
Formula Weight
256.25
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 Property

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Arctom
Product number
AS148600
Product name
Lucidone
Purity
≥98%
Packaging
5mg
Price
$226
Updated
2021/12/16
Arctom
Product number
CFN98011
Product name
Lucidone
Packaging
5mg
Price
$373
Updated
2021/12/16
Crysdot
Product number
CD32002081
Product name
Lucidone
Purity
95+%
Packaging
5mg
Price
$590
Updated
2021/12/16
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2-[(1Z,2E)-1-Hydroxy-3-phenyl-2-propenylidene]-4-methoxy-4-cyclopentene-1,3-dione Chemical Properties,Usage,Production

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.

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

Raw materials

Preparation Products

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2-[(1Z,2E)-1-Hydroxy-3-phenyl-2-propenylidene]-4-methoxy-4-cyclopentene-1,3-dione Suppliers

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19956-53-7, 2-[(1Z,2E)-1-Hydroxy-3-phenyl-2-propenylidene]-4-methoxy-4-cyclopentene-1,3-dioneRelated Search:

Methyllucidone Linderone Ethyllucidone Calyxin B 2',4'-Dihydroxy-2,3',6'-trimethoxychalcone methyllinderone helichrysetin ROBTEIN 2'-HYDROXY-3,4,5,6'-TETRAMETHOXYCHALCONE Pashanone 2'-O-Methylisoliquiritigenin 2',4'-Dihydroxy-3',6'-dimethoxychalcone Silibinin SOYASAPOGENOL B(P) Syringic acid Dihydromyricetin VERBENALIN syringaresinol

  • 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
  • 19956-53-7