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Compounds

COMPOUND NPA007030

STRUCTURE
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PROPERTIES
NPAID NPA007030
CLUSTER ID 580
NODE ID 517
NAME Virgatolide B
FORMULA C19H24O7
MOLECULAR WEIGHT (Da) 364.3940
ACCURATE MASS (Da) 364.1522
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Pestalotiopsis
ORIGIN SPECIES virgatula
InChIKey FZIVPEMPRYZJDQ-LPMIWMRZSA-N
InChI InChI=1S/C19H24O7/c1-8-4-12-14(26-19(8)7-11(21)5-9(2)25-19)6-13-15(16(12)22)18(23)24-17(13)10(3)20/h6,8-11,17,20-22H,4-5,7H2,1-3H3/t8-,9-,10-,11+,17+,19+/m0/s1
SMILES C[C@H]1C[C@H](C[C@]2(O1)[C@H](CC3=C(O2)C=C4[C@H](OC(=O)C4=C3O)[C@H](C)O)C)O
ORIGINAL ISOLATION REFERENCE
CITATION Li, Jian; Li, Li; Si, Yikang; Jiang, Xuejun; Guo, Liangdong; Che, Yongsheng Virgatolides A-C, benzannulated spiroketals from the plant endophytic fungus Pestalotiopsis virgatula Organic Letters 2011 13 (10) 2670-2673.
DOI 10.1021/ol200770k PMID 21495643
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Ascomycota MycoBank 4890
Class Sordariomycetes MycoBank 147550
Order Amphisphaeriales MycoBank -
Family Sporocadaceae MycoBank 1812776
Genus Pestalotiopsis MycoBank 37840
SYNTHESES
CITATION 1 Hume PA; Furkert DP; Brimble MA Total synthesis of virgatolide B. Organic Letters 2013 15 (17) 4588-91. DOI: 10.1021/ol402191t PMID: 23957570
CITATION 2 Hume PA; Furkert DP; Brimble MA Total synthesis of virgatolide B via exploitation of intramolecular hydrogen bonding. Journal of Organic Chemistry 2014 79 (11) 5269-81. DOI: 10.1021/jo5008527 PMID: 24836848
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