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Compounds

COMPOUND NPA015394

STRUCTURE
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PROPERTIES
NPAID NPA015394
CLUSTER ID 819
NODE ID 711
NAME Oximidine II
FORMULA C23H24N2O6
MOLECULAR WEIGHT (Da) 424.4530
ACCURATE MASS (Da) 424.1634
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Pseudomonas
ORIGIN SPECIES sp. Q52002
InChIKey CUJVFMQWSZPITL-OOQAZEOOSA-N
InChI InChI=1S/C23H24N2O6/c1-30-25-16-8-14-21(28)24-15-7-13-20-18(26)11-5-3-2-4-9-17-10-6-12-19(27)22(17)23(29)31-20/h2-14,16,18,20,26-27H,15H2,1H3,(H,24,28)/b3-2-,9-4+,11-5-,13-7+,14-8-,25-16-/t18-,20-/m0/s1
SMILES CO/N=C\C=C/C(=O)NC/C=C/[C@H]1[C@H](/C=C\C=C/C=C/C2=C(C(=CC=C2)O)C(=O)O1)O
ORIGINAL ISOLATION REFERENCE
CITATION Kim, Jin Woo; Shin-Ya, Kazuo; Furihata, Kazuo; Hayakawa, Yoichi; Seto, Haruo Oximidines I and II: Novel antitumor macrolides from Pseudomonas sp Journal of Organic Chemistry 1999 64 (1) 153-155.
DOI 10.1021/jo9814997 PMID 11674097
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Proteobacteria LPSN 1224
Class Gammaproteobacteria LPSN 1236
Order Pseudomonadales LPSN 72274
Family Pseudomonadaceae LPSN 135621
Genus Pseudomonas LPSN 286
SYNTHESES
CITATION 1 Wang X; Porco JA Total synthesis of the salicylate enamide macrolide oximidine II. Journal of the American Chemical Society 2003 125 (20) 6040-6041. DOI: 10.1021/ja034030o PMID: 12785818
CITATION 2 Molander GA; Dehmel F Formal total synthesis of oximidine II via a Suzuki-type cross-coupling macrocyclization employing potassium organotrifluoroborates. Journal of the American Chemical Society 2004 126 (33) 10313-10318. DOI: 10.1021/ja047190o PMID: 15315445
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