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Compounds

COMPOUND NPA009850

STRUCTURE
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PROPERTIES
NPAID NPA009850
CLUSTER ID 4033
NODE ID 2199
NAME Cycloepoxydon
FORMULA C12H16O5
MOLECULAR WEIGHT (Da) 240.2550
ACCURATE MASS (Da) 240.0998
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Unknown-fungus
ORIGIN SPECIES sp.
InChIKey FQEOCFATKIDBGB-OVBJLEGISA-N
InChI InChI=1S/C12H16O5/c1-2-3-6-9(14)7-5(4-16-6)8(13)11-12(17-11)10(7)15/h6,9-12,14-15H,2-4H2,1H3/t6-,9-,10+,11+,12-/m1/s1
SMILES CCC[C@@H]1[C@H](C2=C(CO1)C(=O)[C@H]3[C@@H]([C@H]2O)O3)O
ORIGINAL ISOLATION REFERENCE
CITATION Gehrt, A; Erkel, G; Anke, T; Sterner, O Cycloepoxydon, 1-hydroxy-2-hydroxymethyl-3-pent-1-enylbenzene and 1-hydroxy-2-hydroxymethyl-3-pent-1,3-dienylbenzene, new inhibitors of eukaryotic signal transduction Journal of Antibiotics 1998 51 (5) 455-463.
DOI 10.7164/antibiotics.51.455 PMID 9666173
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Genus Unknown-fungus MycoBank -
SYNTHESES
CITATION 1 Li C; Pace EA; Liang MC; Lobkovsky E; Gilmore TD; Porco JA Total synthesis of the NF-kappa B inhibitor (-)-cycloepoxydon: utilization of tartrate-mediated nucleophilic epoxidation. Journal of the American Chemical Society 2001 123 (45) 11308-9. DOI: 10.1021/ja0169769 PMID: 11697981
CITATION 2 Mehta G; Islam K Total synthesis of the novel NF-kappaB inhibitor (-)-cycloepoxydon. Organic Letters 2004 6 (5) 807-10. DOI: 10.1021/ol036521j PMID: 14986980
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