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Compounds

COMPOUND NPA018533

STRUCTURE
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PROPERTIES
NPAID NPA018533
CLUSTER ID 414
NODE ID 373
NAME Fumitremorgin A
FORMULA C32H41N3O7
MOLECULAR WEIGHT (Da) 579.6940
ACCURATE MASS (Da) 579.2945
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Aspergillus
ORIGIN SPECIES fumigatus
InChIKey ACGHJVZDNQZJOV-BMOJZYMJSA-N
InChI InChI=1S/C32H41N3O7/c1-18(2)12-14-40-28-26-21-11-10-20(39-7)16-23(21)34-25(15-19(3)4)41-42-31(5,6)17-24(27(26)34)35-29(36)22-9-8-13-33(22)30(37)32(28,35)38/h10-12,15-16,22,24-25,28,38H,8-9,13-14,17H2,1-7H3/t22-,24-,25+,28-,32+/m0/s1
SMILES CC(=CCO[C@H]1C2=C3[C@H](CC(OO[C@@H](N3C4=C2C=CC(=C4)OC)C=C(C)C)(C)C)N5[C@@]1(C(=O)N6CCC[C@H]6C5=O)O)C
ORIGINAL ISOLATION REFERENCE
CITATION Eickman, Nancy; Clardy, Jon; Cole, RJ; Kirksey, Jerry W The structure of fumitremorgin A Tetrahedron Letters 1975 16 (12) 1051-1054.
DOI 10.1016/s0040-4039(00)72642-6 PMID -
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 Aspergillus MycoBank 5052
SYNTHESES
CITATION 1 Feng Y; Holte D; Zoller J; Umemiya S; Simke LR; Baran PS Total Synthesis of Verruculogen and Fumitremorgin A Enabled by Ligand-Controlled C-H Borylation. Journal of the American Chemical Society 2015 137 (32) 10160-3. DOI: 10.1021/jacs.5b07154 PMID: 26256033
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