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Compounds

COMPOUND NPA013422

STRUCTURE
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PROPERTIES
NPAID NPA013422
CLUSTER ID 4920
NODE ID 1317
NAME Wortmannin
FORMULA C23H24O8
MOLECULAR WEIGHT (Da) 428.4370
ACCURATE MASS (Da) 428.1471
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Fusarium
ORIGIN SPECIES oxysporum
InChIKey QDLHCMPXEPAAMD-QAIWCSMKSA-N
InChI InChI=1S/C23H24O8/c1-10(24)30-13-7-22(2)12(5-6-14(22)25)16-18(13)23(3)15(9-28-4)31-21(27)11-8-29-20(17(11)23)19(16)26/h8,12-13,15H,5-7,9H2,1-4H3/t12-,13+,15+,22-,23-/m0/s1
SMILES CC(=O)O[C@@H]1C[C@]2([C@@H](CCC2=O)C3=C1[C@]4([C@H](OC(=O)C5=COC(=C54)C3=O)COC)C)C
ORIGINAL ISOLATION REFERENCE
CITATION MacMillan, J; Vanstone, AE; Yeboah, SK Fungal products. Part III. Structure of wortmannin and some hydrolysis products Journal of the Chemical Society, Perkin Transactions 1 1972 2898-2903.
DOI 10.1039/p19720002898 PMID -
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Ascomycota MycoBank 4890
Class Sordariomycetes MycoBank 147550
Order Hypocreales MycoBank 5125
Family Nectriaceae MycoBank 110618
Genus Fusarium MycoBank 5506
SYNTHESES
CITATION 1 Mizutani T; Honzawa S; Tosaki SY; Shibasaki M Total synthesis of (+/-)-wortmannin. Angewandte Chemie International Edition 2002 41 (24) 4680-2. DOI: 10.1002/anie.200290014 PMID: 12481324
CITATION 2 Guo Y; Quan T; Lu Y; Luo T Enantioselective Total Synthesis of (+)-Wortmannin. Journal of the American Chemical Society 2017 139 (20) 6815-6818. DOI: 10.1021/jacs.7b02515 PMID: 28474885
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