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Compounds

COMPOUND NPA016308

STRUCTURE
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PROPERTIES
NPAID NPA016308
CLUSTER ID 1533
NODE ID 1260
NAME Phyllostictine A
FORMULA C17H27NO5
MOLECULAR WEIGHT (Da) 325.4050
ACCURATE MASS (Da) 325.1889
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Phyllosticta
ORIGIN SPECIES cirsii
InChIKey FLJXRCWDXADIBL-NUTKFTJISA-N
InChI InChI=1S/C17H27NO5/c1-5-6-7-8-9-10-12-17(3,21)15(19)13-14(23-12)11(2)18(22-4)16(13)20/h12,15,19,21H,2,5-10H2,1,3-4H3/t12-,15-,17-/m0/s1
SMILES CCCCCCC[C@H]1[C@]([C@H](C2=C(O1)C(=C)N(C2=O)OC)O)(C)O
ORIGINAL ISOLATION REFERENCE
CITATION Evidente, Antonio; Cimmino, Alessio; Andolfi, Anna; Vurro, Maurizio; Zonno, Maria Chiara; Cantrell, Charles L.; Motta, Andrea Phyllostictines A-D, oxazatricycloalkenones produced by Phyllosticta cirsii, a potential mycoherbicide for Cirsium arvense biocontrol Tetrahedron 2008 64 (8) 1612-1619.
DOI 10.1016/j.tet.2007.12.010 PMID -
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Ascomycota MycoBank 4890
Class Dothideomycetes MycoBank 147541
Order Botryosphaeriales MycoBank 451869
Family Botryosphaeriaceae MycoBank 45131
Genus Phyllosticta MycoBank 121621
SYNTHESES
CITATION 1 Riemer M; Uzunova VV; Riemer N; Clarkson GJ; Pereira N; Napier R; Shipman M Phyllostictine A: total synthesis, structural verification and determination of substructure responsible for plant growth inhibition. Chemical Communications 2018 54 (52) 7211-7214. DOI: 10.1039/c8cc03349h PMID: 29897060
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