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Compounds

COMPOUND NPA018705

STRUCTURE
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PROPERTIES
NPAID NPA018705
CLUSTER ID 251
NODE ID 230
NAME Jadomycin
FORMULA C24H21NO6
MOLECULAR WEIGHT (Da) 419.4330
ACCURATE MASS (Da) 419.1369
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES venezuelae ISP5230
InChIKey AVMSKCRHMKXYOO-RCAPREFBSA-N
InChI InChI=1S/C24H21NO6/c1-4-11(3)19-24(30)31-23-13-8-10(2)9-15(27)16(13)18-20(25(19)23)22(29)17-12(21(18)28)6-5-7-14(17)26/h5-9,11,19,23,26-27H,4H2,1-3H3/t11?,19-,23-/m0/s1
SMILES CCC(C)[C@H]1C(=O)O[C@@H]2N1C3=C(C4=C(C=C(C=C24)C)O)C(=O)C5=C(C3=O)C(=CC=C5)O
ORIGINAL ISOLATION REFERENCE
CITATION Ayer; McInnes; Thibault; Walter; Doull; Parnell; Vining Jadomycin, a novel 8H-benz[b]oxazolo[3,2-f]phenanthridine antibiotic from Streptomyces venezuelae ISP5230 Tetrahedron Letters 1991 32 (44) 6301-6304.
DOI 10.1016/0040-4039(91)80152-v PMID -
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 Shan M; Sharif EU; O'Doherty GA Total synthesis of jadomycin A and a carbasugar analogue of jadomycin B. Angewandte Chemie International Edition 2010 49 (49) 9492-5. DOI: 10.1002/anie.201005329 PMID: 20979078
CITATION 2 Sharif EU; O'Doherty GA Biosynthesis and Total Synthesis Studies on The Jadomycin Family of Natural Products. European Journal of Organic Chemistry 2012 2012 (11) None. DOI: 10.1002/ejoc.201101609 PMID: 24371430
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