Cetoniacytone B
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Category | Enzyme inhibitors |
Catalog number | BBF-00523 |
CAS | |
Molecular Weight | 171.15 |
Molecular Formula | C7H9NO4 |
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Description
It is produced by the strain of Actinomyces sp. Lu 9419. It can inhibit the growth of HEPG2 and MCF7 human tumor cell lines. GI50 is 4.4 ㎛ol/L.
Specification
Synonyms | C21249; (1r,5s,6r)-4-amino-5-hydroxy-1-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one |
IUPAC Name | (1R,5S,6R)-4-amino-5-hydroxy-1-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one |
Canonical SMILES | C1=C(C(C2C(C1=O)(O2)CO)O)N |
InChI | InChI=1S/C7H9NO4/c8-3-1-4(10)7(2-9)6(12-7)5(3)11/h1,5-6,9,11H,2,8H2/t5-,6+,7-/m0/s1 |
InChI Key | JKNVJVJEQNRUFL-XVMARJQXSA-N |
Properties
Appearance | Colorless Solid |
Antibiotic Activity Spectrum | neoplastics (Tumor) |
Solubility | Soluble in Methanol |
Reference Reading
1. Structure and biosynthesis of cetoniacytone A, a cytotoxic aminocarba sugar produced by an endosymbiontic Actinomyces
Oliver Schlörke, Philipp Krastel, Ilka Müller, Isabel Usón, Konrad Dettner, Axel Zeeck J Antibiot (Tokyo). 2002 Jul;55(7):635-42. doi: 10.7164/antibiotics.55.635.
Cetoniacytone A (1) and some related minor components (2, 6, 7) were produced by Actinomyces sp. (strain Lu 9419), which was isolated from the intestines of a rose chafer (Cetonia aureata). The structures of the novel metabolites were established by detailed spectroscopic analysis. The absolute configuration of 1 was determined by X-ray analysis and derivatisation with chiral acids. 1 exhibits a significant cytotoxicity against selected tumor cell lines. The biosynthesis of 1 was studied by feeding 13C labelled precursors. The results suggest that the characteristic p-C7N skeleton of the aminocarba sugar is formed via the pentose phosphate pathway by cyclisation of a heptulose phosphate intermediate.
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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 ╳