Cercosporamide CAS: 131436-22-1
MF: C16H13NO7
MW: 331.3
A selective and potent MNK, Pkc1, and JAK3 inhibitor.

Cercosporamide (CAS 131436-22-1)

Cercosporamide | CAS 131436-22-1 is rated 5.0 out of 5 by 1.
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Alternate Names: (R)-8-Acetyl-9,9a-dihydro-1,3,7-trihydroxy-9aβ-methyl-9-oxodibenzofuran-4-carboxamide
Application: Cercosporamide is a selective and potent Mnk2, and JAK3 inhibitor
CAS Number: 131436-22-1
Purity: >95%
Molecular Weight: 331.3
Molecular Formula: C16H13NO7
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).

Cercosporamide, an usnic amide, was originally identified in Cercosporidium henningsii as a host-selective phytotoxin and broad-spectrum antifungal agent and is a potent inhibitor of MAP-kinase interacting kinase-2 (Mnk2; IC50 = 11 nM), JAK3 (IC50 = 31), and Mnk1 (IC50 = 116 nM). This compound inhibits fungal wall synthesis via targeting of β-1,3-glucan synthase and is reported to exhibit a different mode of action as compared to azole-based fungal inhibitors. Cercosporamide is additionally noted to act as a selective and potent fungal Pkc1 inhibitor and may provide insight as to how Saccharomyces cerevasiae cell-wall mutants become sensitive to this compound. Additional studies in S. cerevisiae have reported that cercosporamide is useful in researching the KNR4 gene in the synthesis of the yeast cell wall. Minimum inhibitory concentration (MIC) as reported using LV-2841, an unidentified fungal culture producing cercosporamide, is reported to be 8-16 μg/mL.


References

1. Hong, Z., et al. 1994. Mol. Cell. Biol. 14: 1017-1025. PMID: 8289782
2. Sussman, A., et al. 2004. Eukaryotic Cell. 3: 932-943. PMID: 15302826
3. Hoffman, A.M., et al. 2008. Phytochemistry. 69: 1049-1056. PMID: 18070629
4. Furukawa, A., et al. 2009. Bioorg. Med. Chem. Lett. 19: 724-726. PMID: 19109017
6. Singh, M.P., et al. 2010. J. Ind. Microbiol. Biotechnol. 37: 335-340. PMID: 20033470

Appearance :
Lyophilized
Physical State :
Solid
Derived From :
Cercosporidium sp. MST-FP1899
Solubility :
Soluble in ethanol, methanol, DMSO ( 5 mg/ml, solution in DMSO is unstable and thus should be freshly prepared.), DMF, chloroform (1 mg/ml), and ethyl acetate (1 mg/ml).
Storage :
Store at -20° C
Melting Point :
257.66° C (Predicted)
Boiling Point :
582.53° C at 760 mmHg
Density :
1.71 g/cm3
Refractive Index :
n20D 1.74 (Predicted)
IC50 :
Protein kinase C-like 1: IC50 = 44 nM (Candida albicans); Protein kinase C beta: IC50 = 350 nM (human); Protein kinase C alpha: IC50 = 1020 nM (human); Protein kinase C gamma: IC50 = 5800 nM (human); Pkc1 kinase: IC50 = < 50 nM
pK Values :
pKa: 11.89
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
131379
MDL Number :
MFCD14635433
SMILES :
CC(=O)C1=C(C=C2[[email protected]@](C1=O)(C3=C(C=C(C(=C3O2)C(=O)N)O)O)C)O

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Certificate of Analysis

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Cercosporamide (CAS 131436-22-1)  Product Citations

See how others have used Cercosporamide (CAS 131436-22-1). Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 26468616  Darieva, Z. et al. 2015. Elife. 4: e09886.

PMID: # 26824022  Müller, D. et al. 2013. Translation (Austin). 1: e25819.

Citations 1 to 2 of 2 total
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Rated 5 out of 5 by from Altman Altman, JK. et al. (PubMed 23509154) investigated whether Cercosporamide, a selective and potent MNK, Pkc1, and JAK3 inhibitor, exhibited any anti-leukemic properties. They found that Cercosporamide suppresses phosphorylation of eIF4E and exhibits antileukemic effects. -SCBT Publication Review
Date published: 2015-03-13
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