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Compounds

COMPOUND NPA002361

STRUCTURE
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PROPERTIES
NPAID NPA002361
CLUSTER ID 1414
NODE ID 390
NAME Chlorocyclinone A
FORMULA C24H19ClO7
MOLECULAR WEIGHT (Da) 454.8620
ACCURATE MASS (Da) 454.0819
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES sp. (strain DSM 17045)
InChIKey NFJVYTZFJNVKBA-UHFFFAOYSA-N
InChI InChI=1S/C24H19ClO7/c1-5-11-12(24(30)32-4)8-13-16(20(11)27)22(29)17-14(26)7-10-6-9(2)19(25)23(31-3)15(10)18(17)21(13)28/h6-8,26-27H,5H2,1-4H3
SMILES CCC1=C(C=C2C(=C1O)C(=O)C3=C(C2=O)C4=C(C(=C(C=C4C=C3O)C)Cl)OC)C(=O)OC
ORIGINAL ISOLATION REFERENCE
CITATION Potterat, Olivier; Puder, Carsten; Wagner, Klaus; Bolek, Walter; Vettermann, Regine; Kauschke, Stefan G Chlorocyclinones A-D, chlorinated angucyclinones from Streptomyces sp. strongly antagonizing rosiglitazone-induced PPAR-gamma activation Journal of Natural Products 2007 70 (12) 1934-1938.
DOI 10.1021/np070498j PMID 18044841
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 Karmakar R; Mal D Total synthesis of chlorocyclinone A, a PPAR-γ antagonist. Journal of Organic Chemistry 2012 77 (22) 10235-10248. DOI: 10.1021/jo301712b PMID: 23078087
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