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Compounds

COMPOUND NPA010992

STRUCTURE
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PROPERTIES
NPAID NPA010992
CLUSTER ID 4312
NODE ID 3178
NAME Plectosphaeroic acid B
FORMULA C39H32N6O9S2
MOLECULAR WEIGHT (Da) 792.8520
ACCURATE MASS (Da) 792.1672
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Plectosphaerella
ORIGIN SPECIES cucumerina
InChIKey JAFMWNYBHBAYHM-IXHQRXDZSA-N
InChI InChI=1S/C39H32N6O9S2/c1-37(55-3)35(52)45-34-38(19-16-41-20-11-7-5-9-17(19)20,33(51)39(45,56-4)36(53)43(37)2)18-10-6-8-12-21(18)44(34)22-13-14-24-29(26(22)31(47)48)42-30-25(54-24)15-23(46)28(40)27(30)32(49)50/h5-16,33-34,41,51H,40H2,1-4H3,(H,47,48)(H,49,50)/t33-,34+,37-,38+,39-/m0/s1
SMILES C[C@@]1(C(=O)N2[C@@H]3[C@]([C@@H]([C@@]2(C(=O)N1C)SC)O)(C4=CC=CC=C4N3C5=C(C6=C(C=C5)OC7=CC(=O)C(=C(C7=N6)C(=O)O)N)C(=O)O)C8=CNC9=CC=CC=C98)SC
ORIGINAL ISOLATION REFERENCE
CITATION Carr, Gavin; Tay, Wendy; Bottriell, Helen; Andersen, Sarah K; Mauk, A Grant; Andersen, Raymond J Plectosphaeroic acids A, B, and C, indoleamine 2,3-dioxygenase inhibitors produced in culture by a marine isolate of the fungus Plectosphaerella cucumerina Organic Letters 2009 11 (14) 2996-2999.
DOI 10.1021/ol900972j PMID 19537768
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Ascomycota MycoBank 4890
Class Sordariomycetes MycoBank 147550
Order Glomerellales MycoBank 1028384
Family Plectosphaerellaceae MycoBank 1033978
Genus Plectosphaerella MycoBank 40657
SYNTHESES
CITATION 1 Jabri SY; Overman LE Enantioselective total synthesis of plectosphaeroic acid B. Journal of the American Chemical Society 2013 135 (11) 4231-4. DOI: 10.1021/ja401423j PMID: 23452064
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