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Compounds

COMPOUND NPA015426

STRUCTURE
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PROPERTIES
NPAID NPA015426
CLUSTER ID 3510
NODE ID 2645
NAME Epicoccarine A
FORMULA C23H31NO4
MOLECULAR WEIGHT (Da) 385.5040
ACCURATE MASS (Da) 385.2253
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Epicoccum
ORIGIN SPECIES sp.
InChIKey KGVANRZKBPUYPV-PWFBFJQWSA-N
InChI InChI=1S/C23H31NO4/c1-5-6-14(2)11-15(3)12-16(4)21(26)20-22(27)19(24-23(20)28)13-17-7-9-18(25)10-8-17/h6-10,15-16,19,25-26H,5,11-13H2,1-4H3,(H,24,28)/b14-6+,21-20-/t15-,16-,19-/m0/s1
SMILES CC/C=C(\C)/C[C@H](C)C[C@H](C)/C(=C/1\C(=O)[C@@H](NC1=O)CC2=CC=C(C=C2)O)/O
ORIGINAL ISOLATION REFERENCE
CITATION Kemami Wangun, Hilaire V; Hertweck, Christian Epicoccarines A, B and epipyridone: tetramic acids and pyridone alkaloids from an Epicoccum sp. associated with the tree fungus Pholiota squarrosa Organic & Biomolecular Chemistry 2007 5 (11) 1702-1705.
DOI 10.1039/b702378b PMID 17520137
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Ascomycota MycoBank 4890
Class Dothideomycetes MycoBank 147541
Order Pleosporales MycoBank 92860
Family Didymellaceae MycoBank 683158
Genus Epicoccum MycoBank 104397
SYNTHESES
CITATION 1 Ujihara Y; Nakayama K; Sengoku T; Takahashi M; Yoda H First total synthesis of epicoccarine A via O- to C-acyl rearrangement strategy. Organic Letters 2012 14 (19) 5142-5. DOI: 10.1021/ol3024506 PMID: 23009150
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