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Compounds

COMPOUND NPA014061

STRUCTURE
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PROPERTIES
NPAID NPA014061
CLUSTER ID 990
NODE ID 853
NAME Hygromycin A
FORMULA C23H29NO12
MOLECULAR WEIGHT (Da) 511.4800
ACCURATE MASS (Da) 511.1690
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES hygroscopicus
InChIKey YQYJSBFKSSDGFO-KEHBMHOOSA-N
InChI InChI=1S/C23H29NO12/c1-8(22(32)24-13-14(27)16(29)21-20(15(13)28)33-7-34-21)5-10-3-4-12(11(26)6-10)35-23-18(31)17(30)19(36-23)9(2)25/h3-6,13-21,23,26-31H,7H2,1-2H3,(H,24,32)/b8-5+/t13-,14+,15-,16-,17-,18-,19+,20+,21-,23+/m0/s1
SMILES C/C(=C\C1=CC(=C(C=C1)O[C@H]2[C@H]([C@@H]([C@H](O2)C(=O)C)O)O)O)/C(=O)N[C@H]3[C@H]([C@@H]([C@H]4[C@@H]([C@H]3O)OCO4)O)O
ORIGINAL ISOLATION REFERENCE
CITATION Mann, Robert L; Woolf, DO Hygromycin. III. Structure studies Journal of the American Chemical Society 1957 79 (1) 120-126.
DOI 10.1021/ja01558a031 PMID -
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 Lo HJ; Chang YK; Yan TH Chiral pool based efficient synthesis of the aminocyclitol core and furanoside of (-)-hygromycin A: formal total synthesis of (-)-hygromycin A. Organic Letters 2012 14 (23) 5896-5899. DOI: 10.1021/ol3028237 PMID: 23148861
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