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Compounds

COMPOUND NPA001342

STRUCTURE
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PROPERTIES
NPAID NPA001342
CLUSTER ID 888
NODE ID 769
NAME Naphthospironone A
FORMULA C20H18O9
MOLECULAR WEIGHT (Da) 402.3550
ACCURATE MASS (Da) 402.0951
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Nocardiopsis
ORIGIN SPECIES (YIM DT266)
InChIKey PQUKYDYXHLWNDA-UPBHXOJXSA-N
InChI InChI=1S/C20H18O9/c1-9-8-17(25)14(16(24)28-9)19(26)10-4-2-5-11(21)13(10)15(23)20(17,27)18(19)7-3-6-12(22)29-18/h2-6,9,14,21,25-27H,7-8H2,1H3/t9-,14-,17-,18?,19-,20+/m1/s1
SMILES C[C@@H]1C[C@@]2(O)[C@@H](C(=O)O1)[C@]1(O)C3=C(C(=O)[C@@]2(O)C12CC=CC(=O)O2)C(O)=CC=C3
ORIGINAL ISOLATION REFERENCE
CITATION Ding, Zhang-Gui; Li, Ming-Gang; Zhao, Jiang-Yuan; Ren, Jie; Huang, Rong; Xie, Ming-Jin; Cui, Xiao-Long; Zhu, Hua-Jie; Wen, Meng-Liang Naphthospironone A: An Unprecedented and Highly Functionalized Polycyclic Metabolite from an Alkaline Mine Waste Extremophile Chemistry - A European Journal 2010 16 (13) 3902-3905.
DOI 10.1002/chem.200903198 PMID 20209526
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Actinobacteria LPSN 201174
Class Actinobacteria LPSN -
Order Streptosporangiales LPSN 85012
Family Nocardiopsaceae LPSN 83676
Genus Nocardiopsis LPSN 2013
REVISIONS
VERSION SMILES CITATION
Original Isolation C[C@@H]1C[C@]2([C@@H](C(=O)O1)C3(C4=C(C(=CC=C4)O)C(=O)C2(C35CC=CC(=O)O5)O)O)O Ding, Zhang-Gui; Li, Ming-Gang; Zhao, Jiang-Yuan; Ren, Jie; Huang, Rong; Xie, Ming-Jin; Cui, Xiao-Long; Zhu, Hua-Jie; Wen, Meng-Liang Naphthospironone A: An Unprecedented and Highly Functionalized Polycyclic Metabolite from an Alkaline Mine Waste Extremophile Chemistry - A European Journal 2010 16 (13) 3902-3905. DOI: 10.1002/chem.200903198 PMID: 20209526
2 C[C@@H]1C[C@@]2(O)[C@@H](C(=O)O1)[C@]1(O)C3=C(C(=O)[C@@]2(O)C12CC=CC(=O)O2)C(O)=CC=C3 Liu, Jia-Xuan; Zhang, Shi-Peng; Sun, Feng-Sen; Li, Hui; Gong, Ya-Ling; Lu, Shi-Chao; Xu, Shu Asymmetric Total Synthesis of Naphthospironone A. Angewandte Chemie International Edition 2023 62 (22) e202303229. DOI: 10.1002/anie.202303229 PMID: 36952314
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