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Compounds

COMPOUND NPA003778

STRUCTURE
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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.
DOI 10.1038/ja.2005.38 PMID 16060382
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Ascomycota MycoBank 4890
Class Eurotiomycetes MycoBank 147545
Order Eurotiales MycoBank 5042
Family Aspergillaceae MycoBank 1131492
Genus Penicillium MycoBank 5073
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
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
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