Compounds
ID | Spectrum Quality | Annotated Name |
---|
COMPOUND NPA003778
PROPERTIES
NPAID | NPA003778 |
---|---|
CLUSTER ID | 2047 |
NODE ID | 1613 |
NAME | Citridone A |
FORMULA | C19H19NO2 |
MOLECULAR WEIGHT (Da) | 293.3660 |
ACCURATE MASS (Da) | 293.1416 |
ORIGIN ORGANISM TYPE | Fungus |
ORIGIN GENUS | Penicillium |
ORIGIN SPECIES | sp. FKI-1938 |
InChIKey | XFLJBHHWXWWOOI-SMNXXWJPSA-N |
InChI | InChI=1S/C19H19NO2/c1-11-9-19(3)16(12(11)2)15-17(22-19)14(10-20-18(15)21)13-7-5-4-6-8-13/h4-10,12,16H,1-3H3,(H,20,21)/t12-,16-,19-/m1/s1 |
SMILES | C[C@H]1[C@@H]2C3=C(C(=CNC3=O)C4=CC=CC=C4)O[C@@]2(C=C1C)C |
ORIGINAL ISOLATION REFERENCE
CITATION | Fukuda, Takashi; Yamaguchi, Yuichi; Masuma, Rokuro; Tomoda, Hiroshi; Omura, Satoshi Citridones, new potentiators of antifungal miconazole activity, produced by Penicillium sp. FKI-1938: I. Taxonomy, fermentation, isolation and biological properties Journal of Antibiotics 2005 58 (5) 309-314. | ||
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DOI | 10.1038/ja.2005.38 | PMID | 16060382 |
SYNTHESES
CITATION 1 | Miyagawa T; Nagai K; Yamada A; Sugihara Y; Fukuda T; Fukuda T; Uchida R; Tomoda H; Omura S; Nagamitsu T Total synthesis of citridone A. Organic Letters 2011 13 (5) 1158-1161. DOI: 10.1021/ol200022a PMID: 21306130 | ||
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CITATION 2 | Fotiadou AD; Zografos AL Accessing the structural diversity of pyridone alkaloids: concise total synthesis of rac-citridone A. Organic Letters 2011 13 (17) 4592-4595. DOI: 10.1021/ol2017802 PMID: 21819096 |