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Compounds

COMPOUND NPA010593

STRUCTURE
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PROPERTIES
NPAID NPA010593
CLUSTER ID 4211
NODE ID 3120
NAME Peribysin E
FORMULA C16H26O4
MOLECULAR WEIGHT (Da) 282.3800
ACCURATE MASS (Da) 282.1831
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Periconia
ORIGIN SPECIES byssoides
InChIKey DPWCUVYOCYYGGY-WNBCDBCBSA-N
InChI InChI=1S/C16H26O4/c1-9-5-12(17)6-11-7-16(13(18)15(9,11)3)10(2)8-20-14(16)19-4/h9,11-14,17-18H,2,5-8H2,1,3-4H3/t9-,11+,12+,13-,14+,15+,16-/m0/s1
SMILES C[C@H]1C[C@H](C[C@H]2[C@@]1([C@@H]([C@@]3(C2)[C@@H](OCC3=C)OC)O)C)O
ORIGINAL ISOLATION REFERENCE
CITATION Yamada, Takeshi; Doi, Mitsunobu; Miura, Atsuko; Harada, Waka; Hiramura, Mika; Minoura, Katsuhiko; Tanaka, Reiko; Numata, Atsushi Absolute Stereostructures of Cell-adhesion Inhibitors, Peribysins A, E, F and G, Produced by a Sea Hare-derived Periconia sp Journal of Antibiotics 2005 58 (3) 185-191.
DOI 10.1038/ja.2005.21 PMID 15895526
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Ascomycota MycoBank 4890
Class Dothideomycetes MycoBank 147541
Order Pleosporales MycoBank 92860
Family Periconiaceae MycoBank 1898439
Genus Periconia MycoBank 97971
SYNTHESES
CITATION 1 Angeles AR; Dorn DC; Kou CA; Moore MA; Danishefsky SJ Total synthesis of peribysin E necessitates revision of the assignment of its absolute configuration. Angewandte Chemie International Edition 2007 46 (9) 1451-4. DOI: 10.1002/anie.200604308 PMID: 17387656
CITATION 2 Lee HY; Sha CK Stereoselective total synthesis of (±)-peribysin E. Journal of Organic Chemistry 2012 77 (1) 598-605. DOI: 10.1021/jo2021604 PMID: 22092086
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