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Compounds

COMPOUND NPA019169

STRUCTURE
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PROPERTIES
NPAID NPA019169
CLUSTER ID 4544
NODE ID 3325
NAME Elansolid B1
FORMULA C37H50O7
MOLECULAR WEIGHT (Da) 606.8000
ACCURATE MASS (Da) 606.3557
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Chitinophaga
ORIGIN SPECIES sancti
InChIKey FSKQADSFEYMILN-ASPIWXRWSA-N
InChI InChI=1S/C37H50O7/c1-23(14-20-32(41)42)13-19-31(40)25(3)30(39)12-10-8-7-9-11-28-24(2)21-29-34(36(4,5)22-37(29,6)44)33(28)35(43)26-15-17-27(38)18-16-26/h7-18,20-21,25,28-31,33-35,38-40,43-44H,19,22H2,1-6H3,(H,41,42)/t25-,28-,29+,30-,31-,33-,34-,35+,37+/m0/s1
SMILES CC(C=CC(=O)O)=CC[C@H](O)[C@@H](C)[C@@H](O)C=CC=CC=C[C@H]1C(C)=C[C@@H]2[C@@H]([C@H]1[C@H](O)C1=CC=C(O)C=C1)C(C)(C)C[C@@]2(C)O
ORIGINAL ISOLATION REFERENCE
CITATION Dehn, Richard; Katsuyama, Yohei; Weber, Arne; Gerth, Klaus; Jansen, Rolf; Steinmetz, Heinrich; Höfle, Gerhard; Müller, Rolf; Kirschning, Andreas Molecular basis of elansolid biosynthesis: evidence for an unprecedented quinone methide initiated intramolecular Diels-Alder cycloaddition/macrolactonization. Angewandte Chemie International Edition 2011 50 (17) 3882-3887.
DOI 10.1002/anie.201006880 PMID 21472917
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Bacteroidetes LPSN 976
Class Chitinophagia LPSN 1853228
Order Chitinophagales LPSN 1853229
Family Chitinophagaceae LPSN 563835
Genus Chitinophaga LPSN 79328
SYNTHESES
CITATION 1 Weber A; Dehn R; Schläger N; Dieter B; Kirschning A Total synthesis of the antibiotic elansolid B1. Organic Letters 2014 16 (2) 568-571. DOI: 10.1021/ol403441c PMID: 24393030
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