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Compounds

COMPOUND NPA001961

STRUCTURE
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PROPERTIES
NPAID NPA001961
CLUSTER ID 1229
NODE ID 185
NAME Abyssomicin C
FORMULA C19H22O6
MOLECULAR WEIGHT (Da) 346.3790
ACCURATE MASS (Da) 346.1416
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Verrucosispora
ORIGIN SPECIES sp. strain AB-18-032
InChIKey FNEADFUPWHAVTA-PPDYZMKSSA-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-/t8-,9+,10?,11?,15?,16?,19+/m0/s1
SMILES C[C@H]1C[C@H](C(=O)C2=C3[C@]4(CC(C(O3)C(C4/C=C\C1=O)O)C)OC2=O)C
ORIGINAL ISOLATION REFERENCE
CITATION Riedlinger, Julia; Reicke, Andreas; Zaehner, Hans; Krismer, Bernhard; Bull, Alan T.; Maldonado, Luis A.; Ward, Alan C.; Goodfellow, Michael; Bister, Bojan; Bischoff, Daniel; Suessmuth, Roderich D.; Fiedler, Hans-Peter Abyssomicins, inhibitors of the para-aminobenzoic acid pathway produced by the marine Verrucosispora strain AB-18-032 Journal of Antibiotics 2004 57 (4) 271-279.
DOI 10.7164/antibiotics.57.271 PMID 15217192
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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