Paeciloquinone A
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| Category | Enzyme inhibitors |
| Catalog number | BBF-02340 |
| CAS | 162797-33-3 |
| Molecular Weight | 356.28 |
| Molecular Formula | C18H12O8 |
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Description
It is produced by the strain of Paecilomyces carneus P-177. It can inhibit the epidermal growth factor receptor protein tyrosine kinase. Paeciloquinone A inhibits the V-abl protein tyrosine kinase with IC50 of 0.59 μmol/L.
Specification
| Synonyms | 9,10-Anthracenedione, 1,3,6,8-tetrahydroxy-2-(tetrahydro-2-oxo-3-furanyl)- |
| IUPAC Name | 1,3,6,8-tetrahydroxy-2-(2-oxooxolan-3-yl)anthracene-9,10-dione |
| Canonical SMILES | C1COC(=O)C1C2=C(C=C3C(=C2O)C(=O)C4=C(C3=O)C=C(C=C4O)O)O |
| InChI | InChI=1S/C18H12O8/c19-6-3-8-13(10(20)4-6)17(24)14-9(15(8)22)5-11(21)12(16(14)23)7-1-2-26-18(7)25/h3-5,7,19-21,23H,1-2H2 |
| InChI Key | CCJBPPLPVJLTRD-UHFFFAOYSA-N |
Properties
| Appearance | Yellow Crystal |
| Melting Point | >350°C |
| Solubility | Soluble in Methanol |
Reference Reading
1. Paeciloquinones A, B, C, D, E and F: new potent inhibitors of protein tyrosine kinase produced by Paecilomyces carneus. II. Characterization and structure determination
A Fredenhagen, P Hug, H Sauter, H H Peter J Antibiot (Tokyo). 1995 Mar;48(3):199-204. doi: 10.7164/antibiotics.48.199.
Paeciloquinones A to F and versiconol have been isolated as inhibitors of protein tyrosine kinases from the culture broth of the fungus Paecilomyces carneus P-177. The structures of the new anthraquinones were determined by spectroscopic methods, mainly 1H NMR and 13C NMR. The substitution pattern was established by investigation of the respective methylated derivatives.
2. Paeciloquinones A, B, C, D, E and F: new potent inhibitors of protein tyrosine kinases produced by Paecilomyces carneus. I. Taxonomy, fermentation, isolation and biological activity
F Petersen, A Fredenhagen, H Mett, N B Lydon, R Delmendo, H B Jenny, H H Peter J Antibiot (Tokyo). 1995 Mar;48(3):191-8. doi: 10.7164/antibiotics.48.191.
Paeciloquinones A to F as well as versiconol have been isolated as inhibitors of protein tyrosine kinase from the culture broth of the fungus Paecilomyces carneus P-177. The novel anthraquinones inhibit epidermal growth factor receptor protein tyrosine kinase in the micromolar range. Two compounds, paeciloquinones A and C, are potent and selective inhibitors of the v-abl protein tyrosine kinase with an IC50 of 0.4 microM. Dependent on the fermentation conditions, partially different sets of paeciloquinones may be produced. An HPLC method allows separation of all major active components.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
