Ekatetrone
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| Category | Antibiotics |
| Catalog number | BBF-01201 |
| CAS | 12794-19-3 |
| Molecular Weight | 367.31 |
| Molecular Formula | C19H13NO7 |
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Description
It is produced by the strain of Streptomyces aureofaciens. It can inhibit the protein and nucleic acid synthesis of Ehrlician ascites cancer cells, and has no anti-bacterial and anti-yeast effect.
Specification
| Synonyms | (+)-2-(10,12-dihydroxy-3,6,11-trioxo-3,4,6,11-tetrahydro-1H-naphtho[2,3-g]isochromen-1-yl)acetamide; 1,8-Dihydroxy-2-(1'-hydroxy-2'-carbamoyl)ethyl-9,10-anthraquinone 3-acetic acid lactone; (+)-Ekatetrone; (+)-3,4,6,11-Tetrahydro-10,12-dihydroxy-3,6,11-trioxo-1H-anthra[2,3-c]pyran-1-acetamide |
| IUPAC Name | 2-(10,12-dihydroxy-3,6,11-trioxo-1,4-dihydronaphtho[2,3-g]isochromen-1-yl)acetamide |
| Canonical SMILES | C1C2=CC3=C(C(=C2C(OC1=O)CC(=O)N)O)C(=O)C4=C(C3=O)C=CC=C4O |
| InChI | InChI=1S/C19H13NO7/c20-12(22)6-11-14-7(5-13(23)27-11)4-9-16(18(14)25)19(26)15-8(17(9)24)2-1-3-10(15)21/h1-4,11,21,25H,5-6H2,(H2,20,22) |
| InChI Key | QZENCFIHIPLZMU-UHFFFAOYSA-N |
Properties
| Appearance | Yellow Crystal |
| Antibiotic Activity Spectrum | Neoplastics (Tumor) |
| Boiling Point | 742.7±60.0 °C (Predicted) |
| Melting Point | 270-272 °C (dec.) |
| Density | 1.606±0.06 g/cm3 (Predicted) |
| Solubility | Freely soluble in Acetic Acid, DMF; Slightly soluble in Methanol |
Reference Reading
1. The structure of ekatetrone, a metabolite of strains of Streptomyces aureofaciens
V Prikrylová, M Podojil, P Sedmera, J Vokoun, Z Vanĕk J Antibiot (Tokyo). 1978 Sep;31(9):855-62. doi: 10.7164/antibiotics.31.855.
The structure of ekatetrone has been determined from physico-chemical data obtained using the natural compound, its derivatives and products of degradation reactions. Ekatetrone was found to be the lactone of 1,8-dihydroxy-2-(1'-hydroxy-2'-carbamoyl)ethyl-9,10-anthraquinone-3-acetic acid (I). It is proposed that ekatetrone is related, biogenetically, to protetrone.
2. Isolation of ekatetrone, a new metabolite of producing variants of Streptomyces aureofaciens
M Podojil, Z Vanĕk, V Prikrylová, M Blumauerová J Antibiot (Tokyo). 1978 Sep;31(9):850-4. doi: 10.7164/antibiotics.31.850.
From a mixture of substances formed by producing strains of Streptomyces aureofaciens under conditions of submerged fermentation a new metabolite, ekatetrone, was isolated. Its isolation and basic physical and chemical data are described. Ekatetrone is a quinone derivative with a carboxamide group. In tests in vitro with cells of Ehrlich's ascites tumour evidence was provided that ekatetrone inhibits proteo- and nucleosynthesis.
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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 ╳
