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Cercosporamide

Product Name
Cercosporamide
CAS No.
131436-22-1
Chemical Name
Cercosporamide
Synonyms
Cercosporamide;(-)-CERCOSPORAMIDE;4-Dibenzofurancarboxamide;Cercosporamide ((-)-Cercosporamide);Cercosporamide from Cercosporidium henningsii;(R)-8-Acetyl-9,9a-dihydro-1,3,7-trihydroxy-9aβ-methyl-9-oxodibenzofuran-4-carboxamide;(9aS)-8-Acetyl-9,9a-dihydro-1,3,7-trihydroxy-9a-methyl-9-oxo-4-dibenzofurancaboxamide;4-Dibenzofurancarboxamide, 8-acetyl-9,9a-dihydro-1,3,7-trihydroxy-9a-methyl-9-oxo-, (9aS)-
CBNumber
CB11120153
Molecular Formula
C16H13NO7
Formula Weight
331.28
MOL File
131436-22-1.mol
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Cercosporamide Property

Boiling point:
582.5±50.0 °C(Predicted)
Density 
1.70±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
chloroform: soluble1mg/mL
form 
Powder
pka
11.89±0.70(Predicted)
color 
White to yellow
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0172
Product name
Cercosporamide from Cercosporidium henningsii
Purity
≥98% (HPLC)
Packaging
500μg
Price
$238.2
Updated
2024/03/01
Cayman Chemical
Product number
15500
Product name
Cercosporamide
Purity
≥95%
Packaging
500μg
Price
$242
Updated
2024/03/01
Cayman Chemical
Product number
15500
Product name
Cercosporamide
Purity
≥95%
Packaging
2.5mg
Price
$1087
Updated
2024/03/01
Tocris
Product number
4500
Product name
Cercosporamide
Purity
≥96%(HPLC)
Packaging
500U
Price
$233
Updated
2021/12/16
Usbiological
Product number
005964
Product name
Cercosporamide
Packaging
1mg
Price
$638
Updated
2021/12/16
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Cercosporamide Chemical Properties,Usage,Production

Uses

Cercosporamide is a potent inhibitor of MAP-kinase interacting kinase-2 (Mnk2) and JAK3. Cercosporamide effectively inhibits eIF4E phosphorylation as well as inibitiing inhibits Pkc1. Cercosporamide displays antiproliferative and proapoptotic activity in cancer cells in vitro.

Uses

Cercosporamide was originally identified as a host-selective phytotoxin and broad spectrum antifungal agent isolated from Cercosporidium henningsii. More recently, cercosporamide was shown to inhibit a cell wall integrity pathway mediated through a serine/threonine protein kinase, Pkc1, that is central to cell wall biosynthesis. It is both a potent (IC50<50nM) and selective inhibitor of Pkc1 kinase.

Uses

Cercosporamide is a natural antifungal phytotoxin isolated from the Cercosporidium fungus, which infects the leaves of cassava plants. Its antifungal effect results from its selective and potent inhibition of fungal PKC-like 1 kinases (Pkc1), which are central to cell wall integrity (IC50 = 25 nM for Candida Pkc1). Cercosporamide less effectively inhibits human PKC isoforms PKCα, β, and γ (IC50s = 1.02, 0.35, and 5.8 μM, respectively), an action linked to lowering of plasma glucose in hyperglycemic mice. However, it potently inhibits MAPK-interacting kinases Mnk1 and Mnk2 (IC50 = 115 and 11 nM, respectively), reducing protein translation in cancer cells. Cercosporamide is orally bioavailable.

Definition

ChEBI: A member of the class of dibenzofurans that is a potent broad spectrum antifungal agent isolated from the fungus Cercosporidium henningsii.

Biochem/physiol Actions

Cercosporamide was initially identified as a phytotoxin with broad-spectrum anti-fungal activity. Studies have shown that cercosporamide is a specific, highly potent fungal inhibitor of the cell wall integrity-signaling pathway mediator, protein kinase (Pkc1) inhibitor. Semisynthetic cercosporamide analogues demonstrated hypoglycemic activity and therefore, serve as candidates for potential new anti diabetic drugs. Cercosporamide was found to block eIF4E (Eukaryotic Initiation Factor) phosphorylation in cultured cancer cells, inducing apoptosis, suppressing proliferation, and reducing soft agar colonization. Its eIF4E phosphorylation inhibitory effect was also shown when administrated orally on xenograft human tissue and mouse liver tissue. Cercosporamide is a potent and selective Mnk inhibitor. It reduces tumor growth in xenografted HCT116 tumor and suppresses the outgrowth of B16 melanoma lung metastases. Hence, blocking Mnk function and eIF4E phosphorylation may be an attractive anticancer strategy.

storage

Store at -20°C

Cercosporamide Preparation Products And Raw materials

Raw materials

Preparation Products

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Cercosporamide Suppliers

J & K SCIENTIFIC LTD.
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Sigma-Aldrich
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View Lastest Price from Cercosporamide manufacturers

Career Henan Chemical Co
Product
Cercosporamide 131436-22-1
Price
US $1.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
100kg
Release date
2020-01-18

131436-22-1, CercosporamideRelated Search:


  • Cercosporamide
  • (R)-8-Acetyl-9,9a-dihydro-1,3,7-trihydroxy-9aβ-methyl-9-oxodibenzofuran-4-carboxamide
  • 4-Dibenzofurancarboxamide
  • Cercosporamide from Cercosporidium henningsii
  • (9aS)-8-Acetyl-9,9a-dihydro-1,3,7-trihydroxy-9a-methyl-9-oxo-4-dibenzofurancaboxamide
  • (-)-CERCOSPORAMIDE
  • Cercosporamide ((-)-Cercosporamide)
  • 4-Dibenzofurancarboxamide, 8-acetyl-9,9a-dihydro-1,3,7-trihydroxy-9a-methyl-9-oxo-, (9aS)-
  • 131436-22-1
  • Heterocycles
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Heterocycles, Inhibitors, Pharmaceuticals, Intermediates & Fine Chemicals