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Chrysosplenol D

$896

  • Brand : BIOFRON

  • Catalogue Number : BD-P0894

  • Specification : 98.0%(HPLC)

  • CAS number : 14965-20-9

  • Formula : C18H16O8

  • Molecular Weight : 360.3

  • PUBCHEM ID : 5280699

  • Volume : 25mg

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Catalogue Number

BD-P0894

Analysis Method

HPLC,NMR,MS

Specification

98.0%(HPLC)

Storage

2-8°C

Molecular Weight

360.3

Appearance

Yellow powder

Botanical Source

Structure Type

Category

Standards;Natural Pytochemical;API

SMILES

COC1=C(C(=C2C(=C1)OC(=C(C2=O)OC)C3=CC(=C(C=C3)O)O)O)OC

Synonyms

5,3',4'-trihydroxy-3,6,7-trimethoxyflavone/3',4',5-Trihydroxy-3,6,7-trimethoxyflavone/quercetagetin 3,6,7-trimethylether/4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5-hydroxy-3,6,7-trimethoxy-/2-(3,4-Dihydroxyphenyl)-5-hydroxy-3,6,7-trimethoxy-4H-chromen-4-one/Chrysosplenol D/chrysophenol-D

IUPAC Name

2-(3,4-dihydroxyphenyl)-5-hydroxy-3,6,7-trimethoxychromen-4-one

Applications

Density

1.5±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

237.3±25.0 °C

Boiling Point

645.0±55.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C18H16O8/c1-23-12-7-11-13(14(21)17(12)24-2)15(22)18(25-3)16(26-11)8-4-5-9(19)10(20)6-8/h4-7,19-21H,1-3H3

InChl Key

BYWLLSQTJBXAPV-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

2914500000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:14965-20-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

18855445

Abstract

An aldol condensation and an Algar-Flynn-Oyamada oxidative cyclization were key steps in the direct synthesis of chrysosplenol D, an efflux pump inhibitor that can potentiate the activity of commercially important antibiotics and antimalarials.

Title

Direct synthesis of chrysosplenol D.

Publish date

2008 Nov

PMID

25891417

Abstract

BACKGROUND:
The aim of our experiments was to investigate the anti-inflammatory properties of casticin and chrysosplenol D, two flavonoids present in Artemisia annua L.

METHODS:
Topical inflammation was induced in ICR mice using croton oil. Mice were then treated with casticin or chrysosplenol D. Cutaneous histological changes and edema were assessed. ICR mice were intragastrically administrated with casticin or chrysosplenol D followed by intraperitoneal injection of lipopolysaccharide (LPS). Mouse Raw264.7 macrophage cells were incubated with casticin or chrysosplenol D. Intracellular phosphorylation was detected, and migration was assessed by trans-well assay. HT-29/NFκB-luc cells were incubated with casticin or chrysosplenol D in the presence or absence of LPS, and NF-κB activation was quantified.

RESULTS:
In mice, administration of casticin (0.5, 1 and 1.5μmol/cm(2)) and chrysosplenol D (1 and 1.5μmol/cm(2)) inhibited croton oil-induced ear edema (casticin: 29.39-64.95%; chrysosplenol D: 37.76-65.89%, all P<0.05) in a manner similar to indomethacin (0.5, 1 and 1.5μmol/cm(2); 55.63-84.58%). Casticin (0.07, 0.13 and 0.27mmol/kg) and chrysosplenol D (0.07, 0.14 and 0.28mmol/kg) protected against LPS-induced systemic inflammatory response syndrome (SIRS) in mice (all P<0.05), in a manner similar to dexamethasone (0.03mmol/kg). Casticin and chrysosplenol D suppressed LPS-induced release of IL-1 beta, IL-6 and MCP-1, inhibited cell migration, and reduced LPS-induced IκB and c-JUN phosphorylation in Raw264.7 cells. JNK inhibitor SP600125 blocked the inhibitory effect of chrysosplenol D on cytokine release. CONCLUSIONS: The flavonoids casticin and chrysosplenol D from A. annua L. inhibited inflammation in vitro and in vivo. Copyright © 2015 Elsevier Inc. All rights reserved.

KEYWORDS

Artemisia annua L.; Casticin; Chrysosplenol D; Flavonoids; Inflammation

Title

Flavonoids casticin and chrysosplenol D from Artemisia annua L. inhibit inflammation in vitro and in vivo.

Author

Li YJ1, Guo Y1, Yang Q1, Weng XG1, Yang L1, Wang YJ1, Chen Y1, Zhang D1, Li Q1, Liu XC1, Kan XX1, Chen X1, Zhu XX2, Kmoniekova E3, Zidek Z4.

Publish date

2015 Aug 1