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Compounds

COMPOUND NPA003461

STRUCTURE
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PROPERTIES
NPAID NPA003461
CLUSTER ID 1922
NODE ID 1193
NAME Asperolide C
FORMULA C16H24O5
MOLECULAR WEIGHT (Da) 296.3630
ACCURATE MASS (Da) 296.1624
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Aspergillus
ORIGIN SPECIES wentii EN-48
InChIKey QQXUVFDWBIAEDS-AKUOKLNBSA-N
InChI InChI=1S/C16H24O5/c1-14-5-3-6-15(2,13(19)20)10(14)4-7-16(9-17)11(14)8-12(18)21-16/h10-11,17H,3-9H2,1-2H3,(H,19,20)/t10-,11-,14+,15+,16-/m1/s1
SMILES C[C@]12CCC[C@]([C@@H]1CC[C@]3([C@@H]2CC(=O)O3)CO)(C)C(=O)O
ORIGINAL ISOLATION REFERENCE
CITATION Sun, Hao-Fen; Li, Xiao-Ming; Meng, Li; Cui, Chuan-Ming; Gao, Shu-Shan; Li, Chun-Shun; Huang, Cai-Guo; Wang, Bin-Gui Asperolides A-C, tetranorlabdane diterpenoids from the marine alga-derived endophytic fungus aspergillus wentii EN-48 Journal of Natural Products 2012 75 (2) 148-152.
DOI 10.1021/np2006742 PMID 22283451
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Ascomycota MycoBank 4890
Class Eurotiomycetes MycoBank 147545
Order Eurotiales MycoBank 5042
Family Aspergillaceae MycoBank 1131492
Genus Aspergillus MycoBank 5052
SYNTHESES
CITATION 1 Jeker OF; Kravina AG; Carreira EM Total synthesis of (+)-asperolide C by iridium-catalyzed enantioselective polyene cyclization. Angewandte Chemie International Edition 2013 52 (46) 12166-12169. DOI: 10.1002/anie.201307187 PMID: 24115230
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