Name: Chevalone C
Rating: 5 (10 reviews)

有库存

sdf 文件

结构编辑

类似物检索

HIT ID:HIT212038793
Cas No:1318025-77-2
常用名:Chevalone C
IUPAC:(1R,2S,11S,14R,15R,18S,20R)-1,7,11,15,19,19-hexamethyl-5-oxo-8,10-dioxapentacyclo[12.8.0.0^{2,11}.0^{4,9}.0^{15,20}]docosa-4(9),6-dien-18-yl acetate
IUPAC:(1R,2S,11S,14R,15R,18S,20R)-1,7,11,15,19,19-hexamethyl-5-oxo-8,10-dioxapentacyclo[12.8.0.0^{2,11}.0^{4,9}.0^{15,20}]docosa-4(9),6-dien-18-yl acetate
InChI key:ASOIHOGDYISNRH-GPTGPEQGSA-N

分子式:C28H40O5
分子量:456.623
氢键供体数 (HBD):0
氢键受体数 (HBA):4
LogP:5.370511
SMILES:[H][C@@]12CC[C@]3(C)[C@]([H])(CC[C@]4(C)Oc5oc(C)cc(=O)c5C[C@@]34[H])[C@@]1(C)CC[C@H](OC(C)=O)C2(C)C
SMILES:[H][C@@]12CC[C@]3(C)[C@]([H])(CC[C@]4(C)Oc5oc(C)cc(=O)c5C[C@@]34[H])[C@@]1(C)CC[C@H](OC(C)=O)C2(C)C

Chevalone C is a meroterpenoid fungal metabolite originally isolated from E. chevalieri. It is active against M. tuberculosis H37Ra (MIC = 6.3 μg/ml) and is cytotoxic to BC1 human breast cancer cells (IC50 = 8.7 μg/ml). Chevalone C inhibits the growth of multidrug-resistant isolates of E. coli, S. aureus, and E. faecium in a disc diffusion assay when used at a concentration of 15 μg/disc. It also induces cell death in HCT116 colorectal carcinoma cells.

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