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Compounds

COMPOUND NPA002656

STRUCTURE
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PROPERTIES
NPAID NPA002656
CLUSTER ID 193
NODE ID 181
NAME Notoamide B
FORMULA C26H29N3O4
MOLECULAR WEIGHT (Da) 447.5350
ACCURATE MASS (Da) 447.2158
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Aspergillus
ORIGIN SPECIES sp.
InChIKey RNWRZMCJFWSZOX-OFVWMMNVSA-N
InChI InChI=1S/C26H29N3O4/c1-22(2)10-8-14-16(33-22)7-6-15-18(14)27-20(31)25(15)13-26-17(23(25,3)4)12-24(19(30)28-26)9-5-11-29(24)21(26)32/h6-8,10,17H,5,9,11-13H2,1-4H3,(H,27,31)(H,28,30)/t17-,24-,25+,26-/m0/s1
SMILES CC1(C=CC2=C(O1)C=CC3=C2NC(=O)[C@@]34C[C@]56[C@H](C4(C)C)C[C@@]7(CCCN7C5=O)C(=O)N6)C
ORIGINAL ISOLATION REFERENCE
CITATION Kato, Hikaru; Yoshida, Takushi; Tokue, Takanori; Nojiri, Yuka; Hirota, Hiroshi; Ohta, Tomihisa; Williams, Robert M.; Tsukamoto, Sachiko Notoamides A-D: Prenylated indole alkaloids isolated from a marine-derived fungus, Aspergillus sp. Angewandte Chemie International Edition 2007 46 (13) 2254-2256.
DOI 10.1002/anie.200604381 PMID 17304611
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 Greshock TJ; Grubbs AW; Tsukamoto S; Williams RM A concise, biomimetic total synthesis of stephacidin A and notoamide B. Angewandte Chemie International Edition 2007 46 (13) 2262-2265. DOI: 10.1002/anie.200604378 PMID: 17304610
CITATION 2 Artman GD; Grubbs AW; Williams RM Concise, asymmetric, stereocontrolled total synthesis of stephacidins A, B and notoamide B. Journal of the American Chemical Society 2007 129 (19) 6336-42. DOI: 10.1021/ja070259i PMID: 17455936
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