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Compounds

COMPOUND NPA003192

STRUCTURE
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PROPERTIES
NPAID NPA003192
CLUSTER ID 26
NODE ID 25
NAME WIN 64821
FORMULA C40H36N6O4
MOLECULAR WEIGHT (Da) 664.7660
ACCURATE MASS (Da) 664.2798
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Aspergillus
ORIGIN SPECIES sp strain SC319
InChIKey ZEANERNKMXBETI-RHBMHTMXSA-N
InChI InChI=1S/C40H36N6O4/c47-33-31-21-39(25-15-7-9-17-27(25)43-37(39)45(31)35(49)29(41-33)19-23-11-3-1-4-12-23)40-22-32-34(48)42-30(20-24-13-5-2-6-14-24)36(50)46(32)38(40)44-28-18-10-8-16-26(28)40/h1-18,29-32,37-38,43-44H,19-22H2,(H,41,47)(H,42,48)/t29-,30-,31-,32-,37+,38+,39-,40?/m0/s1
SMILES C1[C@H]2C(=O)N[C@H](C(=O)N2[C@@H]3[C@]1(C4=CC=CC=C4N3)C56C[C@H]7C(=O)N[C@H](C(=O)N7[C@H]5NC8=CC=CC=C68)CC9=CC=CC=C9)CC1=CC=CC=C1
ORIGINAL ISOLATION REFERENCE
CITATION Sedlock; Barrow; Brownell; Hong; Gillum; Houck WIN 64821, a novel neurokinin antagonist produced by an Aspergillus sp. - I: Fermentation and isolation Journal of Antibiotics 1994 47 (4) 391-398.
DOI 10.7164/antibiotics.47.391 PMID 7515037
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 Movassaghi M; Schmidt MA; Ashenhurst JA Concise total synthesis of (+)-WIN 64821 and (-)-ditryptophenaline. Angewandte Chemie International Edition 2008 47 (8) 1485-1487. DOI: 10.1002/anie.200704960 PMID: 18189262
CITATION 2 Wada M; Murata T; Oikawa H; Oguri H Nickel-catalyzed dimerization of pyrrolidinoindoline scaffolds: systematic access to chimonanthines, folicanthines and (+)-WIN 64821. Organic & Biomolecular Chemistry 2014 12 (2) 298-306. DOI: 10.1039/c3ob41918e PMID: 24217772
CITATION 3 Pérez-Balado C; de Lera AR Expedient total syntheses of WIN 64745 and WIN 64821. Organic Letters 2008 10 (17) 3701-3704. DOI: 10.1021/ol8013073 PMID: 18680309
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