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Compounds

COMPOUND NPA001619

STRUCTURE
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PROPERTIES
NPAID NPA001619
CLUSTER ID 1042
NODE ID 897
NAME Argifin
FORMULA C29H41N9O10
MOLECULAR WEIGHT (Da) 675.7000
ACCURATE MASS (Da) 675.2976
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Gliocladium
ORIGIN SPECIES sp. FTD-0668
InChIKey UHBHXSDKGLPPGO-ABHMUUKNSA-N
InChI InChI=1S/C29H41N9O10/c1-15-23(41)35-17(10-7-11-32-28(30)37-29(48)31-2)25(43)38(3)20(12-16-8-5-4-6-9-16)24(42)36-19(27(46)47)14-22(40)34-18(26(44)45)13-21(39)33-15/h4-6,8-9,15,17-20H,7,10-14H2,1-3H3,(H,33,39)(H,34,40)(H,35,41)(H,36,42)(H,44,45)(H,46,47)(H4,30,31,32,37,48)/t15-,17+,18-,19+,20+/m0/s1
SMILES C[C@H]1C(=O)N[C@@H](C(=O)N([C@@H](C(=O)N[C@H](CC(=O)N[C@@H](CC(=O)N1)C(=O)O)C(=O)O)CC2=CC=CC=C2)C)CCCN=C(N)NC(=O)NC
ORIGINAL ISOLATION REFERENCE
CITATION Arai, Noriko; Shiomi, Kazuro; Iwai, Yuzuru; Oemura, Satoshi Argifin, a new chitinase inhibitor, produced by Gliocladium sp. FTD-0668 II. Isolation, physico-chemical properties, and structure elucidation Journal of Antibiotics 2000 53 (6) 609-614.
DOI 10.7164/antibiotics.53.609 PMID 10966077
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 Hypocreaceae MycoBank 5129
Genus Gliocladium MycoBank 62887
SYNTHESES
CITATION 1 Sunazuka T; Sugawara A; Iguchi K; Hirose T; Nagai K; Noguchi Y; Saito Y; Yamamoto T; Ui H; Gouda H; Shiomi K; Watanabe T; Omura S Argifin; efficient solid phase total synthesis and evaluation of analogues of acyclic peptide. Bioorganic and Medicinal Chemistry 2009 17 (7) 2751-2758. DOI: 10.1016/j.bmc.2009.02.047 PMID: 19297173
CITATION 2 Hirose T; Sunazuka T; Omura S Recent development of two chitinase inhibitors, Argifin and Argadin, produced by soil microorganisms. Proceedings of the Japan Academy, Ser. B, Physical and Biological Sciences 2010 86 (2) 85-102. DOI: 10.2183/pjab.86.85 PMID: 20154467
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