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Compounds

COMPOUND NPA005532

STRUCTURE
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PROPERTIES
NPAID NPA005532
CLUSTER ID 535
NODE ID 477
NAME Chloropeptin I
FORMULA C61H45Cl6N7O15
MOLECULAR WEIGHT (Da) 1328.7830
ACCURATE MASS (Da) 1325.1105
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES sp. WK-3419
InChIKey FRRCHJPQSWYJSH-UHFFFAOYSA-N
InChI InChI=1S/C61H45Cl6N7O15/c1-74-43(56(82)73-48(61(87)88)25-7-9-31(75)10-8-25)13-24-5-11-32(12-6-24)89-44-22-26-14-35(51(44)77)34-4-2-3-33-30(23-68-49(33)34)21-42(69-59(85)50(76)29-19-40(66)54(80)41(67)20-29)55(81)70-46(27-15-36(62)52(78)37(63)16-27)57(83)71-45(26)58(84)72-47(60(74)86)28-17-38(64)53(79)39(65)18-28/h2-12,14-20,22-23,42-43,45-48,68,75,77-80H,13,21H2,1H3,(H,69,85)(H,70,81)(H,71,83)(H,72,84)(H,73,82)(H,87,88)
SMILES CN1C(CC2=CC=C(C=C2)OC3=C(C4=CC(=C3)C(C(=O)NC(C1=O)C5=CC(=C(C(=C5)Cl)O)Cl)NC(=O)C(NC(=O)C(CC6=CNC7=C6C=CC=C47)NC(=O)C(=O)C8=CC(=C(C(=C8)Cl)O)Cl)C9=CC(=C(C(=C9)Cl)O)Cl)O)C(=O)NC(C1=CC=C(C=C1)O)C(=O)O
ORIGINAL ISOLATION REFERENCE
CITATION Tanaka, Haruo; Matsuzaki, Keiichi; Nakashima, Hideki; Ogino, Tomoaki; Matsumoto, Atsuko; Ikeda, Hodaka; Woodruff, H. Boyd; Omura, Satoshi Chloropeptins, new anti-HIV antibiotics inhibiting gp120-CD4 binding from Streptomyces sp. I. Taxonomy, fermentation, isolation, and physico-chemical properties and biological activities Journal of Antibiotics 1997 50 (1) 58-65.
DOI 10.7164/antibiotics.50.58 PMID 9066767
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 Deng H; Jung JK; Liu T; Kuntz KW; Snapper ML; Hoveyda AH Total synthesis of anti-HIV agent chloropeptin I. Journal of the American Chemical Society 2003 125 (30) 9032-9034. DOI: 10.1021/ja030249r PMID: 15369357
CITATION 2 Garfunkle J; Kimball FS; Trzupek JD; Takizawa S; Shimamura H; Tomishima M; Boger DL Total synthesis of chloropeptin II (complestatin) and chloropeptin I. Journal of the American Chemical Society 2009 131 (44) 16036-16038. DOI: 10.1021/ja907193b PMID: 19839632
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