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Compounds

COMPOUND NPA009178

STRUCTURE
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PROPERTIES
NPAID NPA009178
CLUSTER ID 616
NODE ID 549
NAME Oridamycin A
FORMULA C23H25NO3
MOLECULAR WEIGHT (Da) 363.4570
ACCURATE MASS (Da) 363.1834
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES sp. KS84
InChIKey XUTJPVCJXVRRLB-IRMYBRCSSA-N
InChI InChI=1S/C23H25NO3/c1-22-10-9-20(25)23(2,21(26)27)19(22)8-7-13-11-18-15(12-16(13)22)14-5-3-4-6-17(14)24-18/h3-6,11-12,19-20,24-25H,7-10H2,1-2H3,(H,26,27)/t19-,20+,22-,23-/m1/s1
SMILES C[C@]12CC[C@@H]([C@]([C@@H]1CCC3=C2C=C4C5=CC=CC=C5NC4=C3)(C)C(=O)O)O
ORIGINAL ISOLATION REFERENCE
CITATION Takada, Kentaro; Kajiwara, Hisatsugu; Imamura, Nobutaka Oridamycins A and B, anti- saprolegnia parasitica indolosesquiterpenes isolated from streptomyces sp. KS84 Journal of Natural Products 2010 73 (4) 698-701.
DOI 10.1021/np1000522 PMID 20369841
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 Feng J; Noack F; Krische MJ Modular Terpenoid Construction via Catalytic Enantioselective Formation of All-Carbon Quaternary Centers: Total Synthesis of Oridamycin A, Triptoquinones B and C, and Isoiresin. Journal of the American Chemical Society 2016 138 (38) 12364-12367. DOI: 10.1021/jacs.6b08902 PMID: 27632643
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