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Compounds

COMPOUND NPA018239

STRUCTURE
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PROPERTIES
NPAID NPA018239
CLUSTER ID 1229
NODE ID 185
NAME Atrop-Abyssomicin C
FORMULA C19H22O6
MOLECULAR WEIGHT (Da) 346.3790
ACCURATE MASS (Da) 346.1416
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Verrucosispora
ORIGIN SPECIES strain AB-18
InChIKey FNEADFUPWHAVTA-PLNGDYQASA-N
InChI InChI=1S/C19H22O6/c1-8-6-9(2)14(21)13-17-19(25-18(13)23)7-10(3)16(24-17)15(22)11(19)4-5-12(8)20/h4-5,8-11,15-16,22H,6-7H2,1-3H3/b5-4-
SMILES CC1CC(C(=O)C2=C3C4(CC(C(O3)C(C4/C=C\C1=O)O)C)OC2=O)C
ORIGINAL ISOLATION REFERENCE
CITATION Keller, Simone; Nicholson, Graeme; Drahl, Carmen; Sorensen, Erik; Fiedler, Hans-Peter; Süssmuth, Roderich D Abyssomicins G and H and atrop-Abyssomicin C from the Marine Verrucosispora Strain AB-18-032† Journal of Antibiotics 2007 60 (6) 391-394.
DOI 10.1038/ja.2007.54 PMID 17617698
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Actinobacteria LPSN 201174
Class Actinobacteria LPSN -
Order Micromonosporales LPSN 85008
Family Micromonosporaceae LPSN 28056
Genus Verrucosispora LPSN 84593
SYNTHESES
CITATION 1 Nicolaou KC; Harrison ST Total synthesis of abyssomicin C, atrop-abyssomicin C, and abyssomicin D: implications for natural origins of atrop-abyssomicin C. Journal of the American Chemical Society 2007 129 (2) 429-440. DOI: 10.1021/ja067083p PMID: 17212423
CITATION 2 Nicolaou KC; Harrison ST Total synthesis of abyssomicin C and atrop-abyssomicin C. Angewandte Chemie International Edition 2006 45 (20) 3256-3260. DOI: 10.1002/anie.200601116 PMID: 16634106
CITATION 3 Bihelovic F; Saicic RN Total synthesis of (-)-atrop-abyssomicin C. Angewandte Chemie International Edition 2012 51 (23) 5687-91. DOI: 10.1002/anie.201108223 PMID: 22528978
CITATION 4 Bihelovic F; Karadzic I; Matovic R; Saicic RN Total synthesis and biological evaluation of (-)-atrop-abyssomicin C. Organic & Biomolecular Chemistry 2013 11 (33) 5413-24. DOI: 10.1039/c3ob40692j PMID: 23839049
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