Compounds
ID | Spectrum Quality | Annotated Name |
---|
COMPOUND NPA001465
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. | ||
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DOI | 10.7164/antibiotics.45.879 | PMID | 1500354 |
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 | ||
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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 |