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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
Molecular Weight:
331.28
MDL Number:
MOL File:
131436-22-1.mol
Last updated:2023-07-14 17:31:22

Cercosporamide Properties

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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
Hazard Codes  Xn
Risk Statements  22
WGK Germany  3
HS Code  2934999090

Cercosporamide price More Price(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0172 Cercosporamide from Cercosporidium henningsii ≥98% (HPLC) 131436-22-1 500μg $238.2 2024-03-01 Buy
Cayman Chemical 15500 Cercosporamide ≥95% 131436-22-1 500μg $242 2024-03-01 Buy
Cayman Chemical 15500 Cercosporamide ≥95% 131436-22-1 2.5mg $1087 2024-03-01 Buy
Tocris 4500 Cercosporamide ≥96%(HPLC) 131436-22-1 500U $233 2021-12-16 Buy
Usbiological 005964 Cercosporamide 131436-22-1 1mg $638 2021-12-16 Buy
Product number Packaging Price Buy
SML0172 500μg $238.2 Buy
15500 500μg $242 Buy
15500 2.5mg $1087 Buy
4500 500U $233 Buy
005964 1mg $638 Buy

Cercosporamide Chemical Properties,Uses,Production

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 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 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

Global( 48)Suppliers
Supplier Tel Email Country ProdList Advantage
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
86-571-88216897,88216896 13588875226 sales@hzclap.com CHINA 6313 58
BOC Sciences
+16314854226 inquiry@bocsci.com United States 19743 58
Hangzhou MolCore BioPharmatech Co.,Ltd.
+86-057181025280; +8617767106207 sales@molcore.com China 49739 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 52927 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
Guangzhou Isun Pharmaceutical Co., Ltd 020-39119399 18927568969 isunpharm@qq.com China 4428 55
AdooQ BioScience, LLC +1 (866) 930-6790 info@adooq.com United States 2784 58
Shanghai TaoSu Biochemical Technology Co., Ltd. 021-33632979 info@tsbiochem.com China 8073 58

View Lastest Price from Cercosporamide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cercosporamide pictures 2020-01-19 Cercosporamide
131436-22-1
US $1.00 / KG 1KG 99.0% 100kg Career Henan Chemical Co
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