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Compounds

COMPOUND NPA013659

STRUCTURE
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PROPERTIES
NPAID NPA013659
CLUSTER ID None
NODE ID None
NAME Stresgenin B
FORMULA C11H13NO5
MOLECULAR WEIGHT (Da) 239.2270
ACCURATE MASS (Da) 239.0794
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES sp. AS-9
InChIKey CARRZAASGLNADG-OTTCUZNQSA-N
InChI InChI=1S/C11H13NO5/c1-11(10(12)14)16-7-4-3-6(9(7)17-11)5-8(13)15-2/h3-5,7,9H,1-2H3,(H2,12,14)/b6-5+/t7-,9+,11+/m0/s1
SMILES C[C@]1(O[C@H]2C=C/C(=C\C(=O)OC)/[C@H]2O1)C(=O)N
ORIGINAL ISOLATION REFERENCE
CITATION Akagawa, Hisayoshi; Takano, Yukie; Ishii, Ayako; Mizuno, Satoshi; Izui, Reiko; Sameshima, Tomohiro; Kawamura, Naoto; Dobashi, Kazuyuki; Yoshioka, Takeo Stresgenin B, an inhibitor of heat-induced heat shock protein gene expression, produced by Streptomyces sp. AS-9 Journal of Antibiotics 1999 52 (11) 960-970.
DOI 10.7164/antibiotics.52.960 PMID 10656568
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 Chan WC; Koide K Total Synthesis of the Reported Structure of Stresgenin B Enabled by the Diastereoselective Cyanation of an Oxocarbenium. Organic Letters 2018 20 (24) 7798-7802. DOI: 10.1021/acs.orglett.8b03219 PMID: 30525686
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