Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA005306
PROPERTIES
| NPAID | NPA005306 |
|---|---|
| CLUSTER ID | 2621 |
| NODE ID | 2039 |
| NAME | Quinoxapeptin A |
| FORMULA | C68H84N16O22 |
| MOLECULAR WEIGHT (Da) | 1477.5100 |
| ACCURATE MASS (Da) | 1476.5946 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Unknown-bacterium |
| ORIGIN SPECIES | actinomycete MA7295 (ATCC 55599) |
| InChIKey | UQBUPZAJDRSUTD-RRAZMALHSA-N |
| InChI | InChI=1S/C68H84N16O22/c1-33-21-37(33)63(95)105-47-17-19-73-83-53(47)59(91)71-27-49(85)79(7)29-51(87)81(9)56(68(5,6)100)66(98)104-32-46(78-58(90)44-26-70-42-24-36(102-12)14-16-40(42)76-44)62(94)84-54(48(18-20-74-84)106-64(96)38-22-34(38)2)60(92)72-28-50(86)80(8)30-52(88)82(10)55(67(3,4)99)65(97)103-31-45(61(83)93)77-57(89)43-25-69-41-23-35(101-11)13-15-39(41)75-43/h13-16,19-20,23-26,33-34,37-38,45-48,53-56,99-100H,17-18,21-22,27-32H2,1-12H3,(H,71,91)(H,72,92)(H,77,89)(H,78,90)/t33-,34-,37-,38-,45-,46-,47+,48?,53+,54+,55-,56-/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@@H]5C[C@H]5C)C(=O)NCC(=O)N(CC(=O)N([C@H](C(=O)OC[C@H](C3=O)NC(=O)C6=CN=C7C=C(C=CC7=N6)OC)C(C)(C)O)C)C)NC(=O)C8=CN=C9C=C(C=CC9=N8)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 |
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 | ||
|---|---|---|---|
