Compounds
ID | Spectrum Quality | Annotated Name |
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COMPOUND NPA011227
PROPERTIES
NPAID | NPA011227 |
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CLUSTER ID | 841 |
NODE ID | 730 |
NAME | Cinnabaramide A |
FORMULA | C19H29NO4 |
MOLECULAR WEIGHT (Da) | 335.4440 |
ACCURATE MASS (Da) | 335.2097 |
ORIGIN ORGANISM TYPE | Bacterium |
ORIGIN GENUS | Streptomyces |
ORIGIN SPECIES | sp. |
InChIKey | KAZLTNBVAYOUNF-MUAMBBPCSA-N |
InChI | InChI=1S/C19H29NO4/c1-3-4-5-9-12-14-16(22)20-19(17(23)24-18(14,19)2)15(21)13-10-7-6-8-11-13/h7,10,13-15,21H,3-6,8-9,11-12H2,1-2H3,(H,20,22)/t13-,14+,15+,18+,19+/m1/s1 |
SMILES | CCCCCC[C@H]1C(=O)N[C@@]2([C@]1(OC2=O)C)[C@H]([C@H]3CCCC=C3)O |
ORIGINAL ISOLATION REFERENCE
CITATION | Stadler, Marc; Bitzer, Jens; Mayer-Bartschmid, Anke; Mueller, Hartwig; Benet-Buchholz, Jordi; Gantner, Florian; Tichy, Hans-Volker; Reinemer, Peter; Bacon, Kevin B. Cinnabaramides A-G: Analogues of lactacystin and salinosporamide from a terrestrial streptomycete Journal of Natural Products 2007 70 (2) 246-252. | ||
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DOI | 10.1021/np060162u | PMID | 17249727 |
SYNTHESES
CITATION 1 | Ma G; Nguyen H; Romo D Concise total synthesis of (+/-)-salinosporamide A, (+/-)-cinnabaramide A, and derivatives via a bis-cyclization process: implications for a biosynthetic pathway? Organic Letters 2007 9 (11) 2143-2146. DOI: 10.1021/ol070616u PMID: 17477539 |
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