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Compounds

COMPOUND NPA007640

STRUCTURE
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PROPERTIES
NPAID NPA007640
CLUSTER ID 859
NODE ID 743
NAME Ascospiroketal B
FORMULA C23H34O8
MOLECULAR WEIGHT (Da) 438.5170
ACCURATE MASS (Da) 438.2254
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Ascochyta
ORIGIN SPECIES salicorniae
InChIKey NQHCVEOIXCDKGY-WKPBWDEJSA-N
InChI InChI=1S/C23H34O8/c1-14(28-20(26)15(2)16(3)25)8-6-5-7-9-17-10-11-23(30-17)12-18-19(31-23)22(4,13-24)21(27)29-18/h5-7,9,14-19,24-25H,8,10-13H2,1-4H3/b6-5-,9-7+/t14-,15+,16-,17+,18+,19-,22+,23-/m0/s1
SMILES C[C@H](O)[C@@H](C)C(=O)O[C@@H](C)C/C=C\C=C\[C@@H]1CC[C@]2(C[C@H]3OC(=O)[C@](C)(CO)[C@H]3O2)O1
ORIGINAL ISOLATION REFERENCE
CITATION Seibert, Simon F; Krick, Anja; Eguereva, Ekaterina; Kehraus, Stefan; König, Gabriele M Ascospiroketals A and B, unprecedented cycloethers from the marine-derived fungus Ascochyta salicorniae Organic Letters 2007 9 (2) 239-242.
DOI 10.1021/ol0626802 PMID 17217274
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
Genus Ascochyta MycoBank 5453
REVISIONS
VERSION SMILES CITATION
Original Isolation CC(C/C=C\C=C\[C@H]1CC[C@]2(O1)C[C@H]3[C@@H](O2)[C@](C(=O)O3)(C)CO)OC(=O)C(C)C(C)O Seibert, Simon F; Krick, Anja; Eguereva, Ekaterina; Kehraus, Stefan; König, Gabriele M Ascospiroketals A and B, unprecedented cycloethers from the marine-derived fungus Ascochyta salicorniae Organic Letters 2007 9 (2) 239-242. DOI: 10.1021/ol0626802 PMID: 17217274
2 C[C@H](O)[C@@H](C)C(=O)O[C@@H](C)C/C=C\C=C\[C@@H]1CC[C@]2(C[C@H]3OC(=O)[C@](C)(CO)[C@H]3O2)O1 Hara, Yoshiyori; Honda, Tatsuya; Arakawa, Kazuto; Ota, Koichiro; Kamaike, Kazuo; Miyaoka, Hiroaki Total Synthesis of ent-Ascospiroketal B. Journal of Organic Chemistry 2018 83 (4) 1976-1987. DOI: 10.1021/acs.joc.7b02925 PMID: 29389118
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