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Compounds

COMPOUND NPA002530

STRUCTURE
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PROPERTIES
NPAID NPA002530
CLUSTER ID 1493
NODE ID 1227
NAME Feglymycin
FORMULA C95H97N13O30
MOLECULAR WEIGHT (Da) 1900.8820
ACCURATE MASS (Da) 1899.6464
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES sp. DSM 11171
InChIKey QJQKBRUTBCTBKE-UHFFFAOYSA-N
InChI InChI=1S/C95H97N13O30/c1-43(2)73(99-90(132)78(50-27-59(113)37-60(114)28-50)101-84(126)72(96)46-10-18-55(109)19-11-46)85(127)106-81(53-33-65(119)40-66(120)34-53)93(135)103-77(49-16-24-58(112)25-17-49)89(131)108-82(54-35-67(121)41-68(122)36-54)94(136)104-76(48-14-22-57(111)23-15-48)88(130)107-79(51-29-61(115)38-62(116)30-51)91(133)100-74(44(3)4)86(128)105-80(52-31-63(117)39-64(118)32-52)92(134)102-75(47-12-20-56(110)21-13-47)87(129)97-69(26-45-8-6-5-7-9-45)83(125)98-70(95(137)138)42-71(123)124/h5-25,27-41,43-44,69-70,72-82,109-122H,26,42,96H2,1-4H3,(H,97,129)(H,98,125)(H,99,132)(H,100,133)(H,101,126)(H,102,134)(H,103,135)(H,104,136)(H,105,128)(H,106,127)(H,107,130)(H,108,131)(H,123,124)(H,137,138)
SMILES CC(C)C(C(=O)NC(C1=CC(=CC(=C1)O)O)C(=O)NC(C2=CC=C(C=C2)O)C(=O)NC(C3=CC(=CC(=C3)O)O)C(=O)NC(C4=CC=C(C=C4)O)C(=O)NC(C5=CC(=CC(=C5)O)O)C(=O)NC(C(C)C)C(=O)NC(C6=CC(=CC(=C6)O)O)C(=O)NC(C7=CC=C(C=C7)O)C(=O)NC(CC8=CC=CC=C8)C(=O)NC(CC(=O)O)C(=O)O)NC(=O)C(C9=CC(=CC(=C9)O)O)NC(=O)C(C1=CC=C(C=C1)O)N
ORIGINAL ISOLATION REFERENCE
CITATION VÉRTESY, LÁSZLÓ; ARETZ, WERNER; KNAUF, MARTIN; MARKUS, ASTRID; VOGEL, MARTIN; WINK, JOACHIM Feglymycin, a Novel Inhibitor of the Replication of the Human Immunodeficiency Virus. Fermentation, Isolation and Structure Elucidation Journal of Antibiotics 1999 52 (4) 374-382.
DOI 10.7164/antibiotics.52.374 PMID 10395273
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Actinobacteria LPSN 201174
Class Actinobacteria LPSN -
Order Streptomycetales LPSN 85011
Family Streptomycetaceae LPSN 2062
Genus Streptomyces LPSN 1883
SYNTHESES
CITATION 1 Dettner F; Hänchen A; Schols D; Toti L; Nusser A; Süssmuth RD Total synthesis of the antiviral peptide antibiotic feglymycin. Angewandte Chemie International Edition 2009 48 (10) 1856-61. DOI: 10.1002/anie.200804130 PMID: 19180618
CITATION 2 Fuse S; Mifune Y; Nakamura H; Tanaka H Total synthesis of feglymycin based on a linear/convergent hybrid approach using micro-flow amide bond formation. Nature Communications 2016 7 13491. DOI: 10.1038/ncomms13491 PMID: 27892469
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