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Compounds

COMPOUND NPA001465

STRUCTURE
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PROPERTIES
NPAID NPA001465
CLUSTER ID 958
NODE ID 826
NAME Depudecin
FORMULA C11H16O4
MOLECULAR WEIGHT (Da) 212.2450
ACCURATE MASS (Da) 212.1049
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Alternaria
ORIGIN SPECIES brassicicola
InChIKey DLVJMFOLJOOWFS-INMLLLKOSA-N
InChI InChI=1S/C11H16O4/c1-3-7(13)11-9(15-11)5-4-8-10(14-8)6(2)12/h3-13H,1H2,2H3/b5-4+/t6-,7-,8+,9+,10+,11+/m1/s1
SMILES C[C@H]([C@H]1[C@@H](O1)/C=C/[C@H]2[C@@H](O2)[C@@H](C=C)O)O
ORIGINAL ISOLATION REFERENCE
CITATION MATSUMOTO, MAKOTO; MATSUTANI, SHIGERU; SUGITA, KENJI; YOSHIDA, HIROSHI; HAYASHI, FUMIAKI; TERUI, YOSHIHIRO; NAKAI, HIROSHI; UOTANI, NOBUO; KAWAMURA, YOSHIMI; MATSUMOTO, KOICHI; SHOJI, JUN''ICHI; YOSHIDA, TADASHI Depudecin: A novel compound inducing the flat phenotype of NIH3T3 cells doubly transformed by ras- and src-oncogene, produced by Alternaria brassicicola Journal of Antibiotics 1992 45 (6) 879-885.
DOI 10.7164/antibiotics.45.879 PMID 1500354
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 Pleosporaceae MycoBank 28556
Genus Alternaria MycoBank 5598
SYNTHESES
CITATION 1 García-Ruiz C; Cheng-Sánchez I; Sarabia F Stereoselective Total Synthesis of (-)-Depudecin. Organic Letters 2015 17 (22) 5558-61. DOI: 10.1021/acs.orglett.5b02697 PMID: 26517569
CITATION 2 Cheng-Sánchez I; García-Ruiz C; Guerrero-Vásquez GA; Sarabia F An Olefin Cross-Metathesis Approach to Depudecin and Stereoisomeric Analogues. Journal of Organic Chemistry 2017 82 (9) 4744-4757. DOI: 10.1021/acs.joc.7b00424 PMID: 28397496
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