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Compounds

COMPOUND NPA004287

STRUCTURE
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PROPERTIES
NPAID NPA004287
CLUSTER ID 46
NODE ID 11
NAME 8-O-methyltetrangomycin
FORMULA C20H16O5
MOLECULAR WEIGHT (Da) 336.3430
ACCURATE MASS (Da) 336.0998
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES sp. CB01913
InChIKey XZLGWJORNHETKI-HXUWFJFHSA-N
InChI InChI=1S/C20H16O5/c1-20(24)8-10-6-7-12-17(15(10)13(21)9-20)19(23)11-4-3-5-14(25-2)16(11)18(12)22/h3-7,24H,8-9H2,1-2H3/t20-/m1/s1
SMILES C[C@]1(CC2=C(C(=O)C1)C3=C(C=C2)C(=O)C4=C(C3=O)C=CC=C4OC)O
ORIGINAL ISOLATION REFERENCE
CITATION Ma, Ming; Rateb, Mostafa E.; Teng, Qihui; Yang, Dong; Rudolf, Jeffrey D.; Zhu, Xiangcheng; Huang, Yong; Zhao, Li-Xing; Jiang, Yi; Li, Xiuling; Rader, Christoph; Duan, Yanwen; Shen, Ben Angucyclines and Angucyclinones from Streptomyces sp. CB01913 Featuring C-Ring Cleavage and Expansion Journal of Natural Products 2015 78 (10) 2471-2480.
DOI 10.1021/acs.jnatprod.5b00601 PMID 26335269
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 Kesenheimer C; Groth U Total synthesis of (-)-8-O-methyltetrangomycin (MM 47755). Organic Letters 2006 8 (12) 2507-2510. DOI: 10.1021/ol060667b PMID: 16737300
CITATION 2 Kesenheimer C; Kalogerakis A; Meissner A; Groth U The cobalt way to angucyclinones: asymmetric total synthesis of the antibiotics (+)-rubiginone B2, (-)-tetrangomycin, and (-)-8-O-methyltetrangomycin. Chemistry - A European Journal 2010 16 (29) 8805-8821. DOI: 10.1002/chem.201000804 PMID: 20575121
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