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Compounds

COMPOUND NPA017975

STRUCTURE
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PROPERTIES
NPAID NPA017975
CLUSTER ID 2621
NODE ID 2039
NAME Quinoxapeptin B
FORMULA C65H80N16O22
MOLECULAR WEIGHT (Da) 1437.4450
ACCURATE MASS (Da) 1436.5633
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Unknown-bacterium
ORIGIN SPECIES actinomycete MA7295 (ATCC 55599)
InChIKey MQKVZMVMMDIFJL-RUHDUUAPSA-N
InChI InChI=1S/C65H80N16O22/c1-32-21-36(32)61(93)103-46-18-20-71-81-52(46)58(90)69-27-48(84)77(8)29-50(86)79(10)53(64(3,4)96)62(94)100-30-43(74-55(87)41-24-66-39-22-34(98-11)13-15-37(39)72-41)59(91)80-51(45(17-19-70-80)102-33(2)82)57(89)68-26-47(83)76(7)28-49(85)78(9)54(65(5,6)97)63(95)101-31-44(60(81)92)75-56(88)42-25-67-40-23-35(99-12)14-16-38(40)73-42/h13-16,19-20,22-25,32,36,43-46,51-54,96-97H,17-18,21,26-31H2,1-12H3,(H,68,89)(H,69,90)(H,74,87)(H,75,88)/t32-,36-,43-,44-,45?,46+,51+,52+,53-,54-/m1/s1
SMILES C[C@@H]1C[C@H]1C(=O)O[C@H]2CC=NN3[C@@H]2C(=O)NCC(=O)N(CC(=O)N([C@H](C(=O)OC[C@H](C(=O)N4[C@@H](C(CC=N4)OC(=O)C)C(=O)NCC(=O)N(CC(=O)N([C@H](C(=O)OC[C@H](C3=O)NC(=O)C5=CN=C6C=C(C=CC6=N5)OC)C(C)(C)O)C)C)NC(=O)C7=CN=C8C=C(C=CC8=N7)OC)C(C)(C)O)C)C
ORIGINAL ISOLATION REFERENCE
CITATION LINGHAM, RUSSELL B.; Hsu, AMY H. M.; BRIEN, JULIE A. O; SIGMUND, JANET M.; SANCHEZ, MANUEL; GAGLIARDI, MAGDA M.; HEIMBUCH, BRIAN K.; GENILLOUD, OLGA; MARTIN, ISABEL; DIEZ, MARIA T.; HIRSCH, CHARLES F.; ZINK, DEBORAH L.; LIESCH, JERROLD M.; KOCH, GREGORY E.; GARTNER, SUZANNE E.; GARRITY, GEORGE M.; Tsou, NANCY N.; SALITURO, GINO M. Quinoxapeptins: Novel Chromodepsipeptide Inhibitors of HIV-1 and HIV-2 Reverse Transcriptase. I. The Producing Organism and Biological Activity Journal of Antibiotics 1996 49 (3) 253-259.
DOI 10.7164/antibiotics.49.253 PMID 8626240
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Genus Unknown-bacterium LPSN -
SYNTHESES
CITATION 1 Boger DL; Ledeboer MW; Kume M; Jin Q Total Synthesis of Quinoxapeptin A-C: Establishment of Absolute Stereochemistry. Angewandte Chemie International Edition 1999 38 (16) 2424-2426. DOI: 10.1002/(SICI)1521-3773(19990816)38:16<2424::AID-ANIE2424>3.0.CO;2-9 PMID: 10458810
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