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IUPAC name
N-[(1R,2S,6R)-2-Hydroxy-6-(hydroxymethyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]acetamide
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChemSpider | |
KEGG | |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C9H11NO5 | |
Molar mass | 213.189 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Cetoniacytone A is a secondary metabolite classified in the family of C7N aminocyclitols which include other natural products such as validamycin A, acarbose, and epoxyquinomicin.[1] Cetoniacytone A was first identified from a culture of Actinomyces sp. (strain Lu 9419), an endosymbiotic Gram-positive bacillus found in the intestines of a rose chafer (Cetonia aureata).[2] Preliminary feeding studies with [U-13C3]glycerol identified the core moiety, cetoniacytone, to be derived via the pentose phosphate pathway. Although agar plate diffusion assay studies of cetoniacytone A showed no antimicrobial activity against Gram-positive and Gram-negative bacteria, cetoniacytone A has demonstrated a significant growth inhibitory effect against human cancer cell lines including hepatocellular carcinoma (HEP G2) and breast adenocarcinoma (MCF 7).[2][3]
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Mahmud
was invoked but never defined (see the help page).