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Compounds

COMPOUND NPA014967

STRUCTURE
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PROPERTIES
NPAID NPA014967
CLUSTER ID 1358
NODE ID 1141
NAME Waol A
FORMULA C13H16O4
MOLECULAR WEIGHT (Da) 236.2670
ACCURATE MASS (Da) 236.1049
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Volutella
ORIGIN SPECIES sp. (Hypocreales, Ascomycota) (MSX 58801)
InChIKey QXZDESIVIREXNJ-XQJSVKFYSA-N
InChI InChI=1S/C13H16O4/c1-3-5-10-9(14)7-8-12(16-10)11(6-4-2)17-13(8)15/h3-7,9-12,14H,1-2H3/b5-3+,6-4+/t9-,10-,11+,12-/m1/s1
SMILES C/C=C/[C@@H]1OC(=O)C2=C[C@@H](O)[C@@H](/C=C/C)O[C@H]21
ORIGINAL ISOLATION REFERENCE
CITATION El-Elimat, Tamam; Figueroa, Mario; Raja, Huzefa A.; Adcock, Audrey F.; Kroll, David J.; Swanson, Steven M.; Wani, Mansukh C.; Pearce, Cedric J.; Oberlies, Nicholas H. Waol A, trans-dihydrowaol A, and cis-dihydrowaol A: Polyketide-derived γ-lactones from a Volutella species Tetrahedron Letters 2013 54 (32) 4300-4302.
DOI 10.1016/j.tetlet.2013.06.008 PMID 23956472
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Ascomycota MycoBank 4890
Class Sordariomycetes MycoBank 147550
Order Hypocreales MycoBank 5125
Family Nectriaceae MycoBank 110618
Genus Volutella MycoBank 145966
REVISIONS
VERSION SMILES CITATION
Original Isolation CC=C[C@@H]1[C@@H](C=C2[C@@H](O1)[C@@H](OC2=O)C=CC)O El-Elimat, Tamam; Figueroa, Mario; Raja, Huzefa A.; Adcock, Audrey F.; Kroll, David J.; Swanson, Steven M.; Wani, Mansukh C.; Pearce, Cedric J.; Oberlies, Nicholas H. Waol A, trans-dihydrowaol A, and cis-dihydrowaol A: Polyketide-derived γ-lactones from a Volutella species Tetrahedron Letters 2013 54 (32) 4300-4302. DOI: 10.1016/j.tetlet.2013.06.008 PMID: 23956472
2 C/C=C/[C@@H]1OC(=O)C2=C[C@@H](O)[C@@H](/C=C/C)O[C@H]21 Gao, Xiaolei; Snider, Barry B Syntheses of (-)-TAN-2483A, (-)-massarilactone B, and the fusidilactone B ring system. Revision of the structures of and syntheses of (+/-)-Waol A (FD-211) and (+/-)-Waol B (FD-212). Journal of Organic Chemistry 2004 69 (17) 5517-27. DOI: 10.1021/jo0358628 PMID: 15307719
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