Compounds
ID | Spectrum Quality | Annotated Name |
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COMPOUND NPA000596
PROPERTIES
NPAID | NPA000596 |
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CLUSTER ID | 446 |
NODE ID | 404 |
NAME | Vinylamycin |
FORMULA | C26H43N3O6 |
MOLECULAR WEIGHT (Da) | 493.6450 |
ACCURATE MASS (Da) | 493.3152 |
ORIGIN ORGANISM TYPE | Bacterium |
ORIGIN GENUS | Streptomyces |
ORIGIN SPECIES | sp MI982-63F1 |
InChIKey | ONGSLGFACDWAIV-AIXVFPKLSA-N |
InChI | InChI=1S/C26H43N3O6/c1-7-8-9-10-11-17(4)23-20(14-15-30)25(33)27-18(5)12-13-21(31)28-19(6)24(32)29-22(16(2)3)26(34)35-23/h12-13,16-17,19-20,22-23,30H,5,7-11,14-15H2,1-4,6H3,(H,27,33)(H,28,31)(H,29,32)/b13-12+/t17-,19-,20+,22+,23+/m0/s1 |
SMILES | C=C1/C=C/C(=O)N[C@@H](C)C(=O)N[C@H](C(C)C)C(=O)O[C@H]([C@@H](C)CCCCCC)[C@@H](CCO)C(=O)N1 |
ORIGINAL ISOLATION REFERENCE
CITATION | Igarashi, Masayuki; Shida, Tetsuo; Sasaki, Yuki; Kinoshita, Naoko; Naganawa, Hiroshi; Hamada, Masa; Takeuchi, Tomio Vinylamycin, a new depsipeptide antibiotic, from Streptomyces sp Journal of Antibiotics 1999 52 (10) 873-879. | ||
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DOI | 10.7164/antibiotics.52.873 | PMID | 10604756 |
SYNTHESES
CITATION 1 | Yang Z; Yang G; Ma M; Li J; Liu J; Wang J; Jiang S; Zhang Q; Chen Y Total Synthesis and Determination of the Absolute Configuration of Vinylamycin. Organic Letters 2015 17 (23) 5725-5727. DOI: 10.1021/acs.orglett.5b02809 PMID: 26523486 |
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REVISIONS
VERSION | SMILES | CITATION | ||
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Original Isolation | CCCCCCC(C)C(CCO)C1C(=O)NC(=C)/C=C/C(=O)N[C@H](C(=O)N[C@@H](C(=O)O1)C(C)C)C | Igarashi, Masayuki; Shida, Tetsuo; Sasaki, Yuki; Kinoshita, Naoko; Naganawa, Hiroshi; Hamada, Masa; Takeuchi, Tomio Vinylamycin, a new depsipeptide antibiotic, from Streptomyces sp Journal of Antibiotics 1999 52 (10) 873-879. DOI: 10.7164/antibiotics.52.873 PMID: 10604756 | ||
2 | C=C1/C=C/C(=O)N[C@@H](C)C(=O)N[C@H](C(C)C)C(=O)O[C@H]([C@@H](C)CCCCCC)[C@@H](CCO)C(=O)N1 | Yang Z; Yang G; Ma M; Li J; Liu J; Wang J; Jiang S; Zhang Q; Chen Y Total Synthesis and Determination of the Absolute Configuration of Vinylamycin. Organic Letters 2015 17 (23) 5725-5727. DOI: 10.1021/acs.orglett.5b02809 PMID: 26523486 |