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Compounds

COMPOUND NPA005032

STRUCTURE
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PROPERTIES
NPAID NPA005032
CLUSTER ID 687
NODE ID 606
NAME Virantmycin
FORMULA C19H26ClNO3
MOLECULAR WEIGHT (Da) 351.8740
ACCURATE MASS (Da) 351.1601
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES sp.
InChIKey FWINDTDIQJWMLC-UHFFFAOYSA-N
InChI InChI=1S/C19H26ClNO3/c1-12(2)13(3)7-8-19(11-24-4)17(20)10-15-9-14(18(22)23)5-6-16(15)21-19/h5-6,9,17,21H,7-8,10-11H2,1-4H3,(H,22,23)
SMILES CC(=C(C)CCC1(C(CC2=C(N1)C=CC(=C2)C(=O)O)Cl)COC)C
ORIGINAL ISOLATION REFERENCE
CITATION Omura, Satoshi; Nakagawa, Akira STRUCTURE OF VIRANTMYCIN, A NOVEL ANTIVIRAL ANTIBIOTIC Tetrahedron Letters 1981 22 (23) 2199-2202.
DOI 10.1016/s0040-4039(01)90497-6 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 Ori M; Toda N; Takami K; Tago K; Kogen H Stereospecific construction of contiguous quaternary and tertiary stereocenters by rearrangement from indoline-2-methanol to 2,2,3-trisubstituted tetrahydroquinoline: application to an efficient total synthesis of natural virantmycin. Angewandte Chemie International Edition 2003 42 (22) 2540-2543. DOI: 10.1002/anie.200351069 PMID: 12800182
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