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Compounds

COMPOUND NPA000596

STRUCTURE
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PROPERTIES
NPAID NPA000596
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.
DOI 10.7164/antibiotics.52.873 PMID 10604756
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 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
REVISIONS
VERSION SMILES CITATION
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
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