Compounds
ID | Spectrum Quality | Annotated Name |
---|
COMPOUND NPA010078
PROPERTIES
NPAID | NPA010078 |
---|---|
CLUSTER ID | 1793 |
NODE ID | 1452 |
NAME | Reveromycin A |
FORMULA | C36H52O11 |
MOLECULAR WEIGHT (Da) | 660.8010 |
ACCURATE MASS (Da) | 660.3510 |
ORIGIN ORGANISM TYPE | Bacterium |
ORIGIN GENUS | Streptomyces |
ORIGIN SPECIES | sp. SN-593 |
InChIKey | ZESGNAJSBDILTB-OXVOKJAASA-N |
InChI | InChI=1S/C36H52O11/c1-6-7-19-35(47-34(44)17-16-32(40)41)21-22-36(46-30(35)14-10-25(3)23-33(42)43)20-18-27(5)29(45-36)13-9-24(2)8-12-28(37)26(4)11-15-31(38)39/h8-12,14-15,23,26-30,37H,6-7,13,16-22H2,1-5H3,(H,38,39)(H,40,41)(H,42,43)/b12-8+,14-10+,15-11+,24-9+,25-23+/t26-,27-,28-,29+,30-,35+,36-/m0/s1 |
SMILES | CCCC[C@@]1(OC(=O)CCC(=O)O)CC[C@]2(CC[C@H](C)[C@@H](C/C=C(C)/C=C/[C@H](O)[C@@H](C)/C=C/C(=O)O)O2)O[C@H]1/C=C/C(C)=C/C(=O)O |
ORIGINAL ISOLATION REFERENCE
CITATION | Koshino, H; Takahashi, H; Osada, H; Isono, K Reveromycins, new inhibitors of eukaryotic cell growth. III. Structures of reveromycins A, B, C and D Journal of Antibiotics 1992 45 (9) 1420-1427. | ||
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DOI | 10.7164/antibiotics.45.1420 | PMID | 1429227 |
SYNTHESES
CITATION 1 | Shimizu T; Masuda T; Hiramoto K; Nakata T Total synthesis of reveromycin A. Organic Letters 2000 2 (14) 2153-6. DOI: 10.1021/ol0060634 PMID: 10891254 | ||
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CITATION 2 | El Sous M; Ganame D; Tregloan PA; Rizzacasa MA Total synthesis of (-)-reveromycin a. Organic Letters 2004 6 (17) 3001-4. DOI: 10.1021/ol048811l PMID: 15330668 |
REVISIONS
VERSION | SMILES | CITATION | ||
---|---|---|---|---|
Original Isolation | CCCCC1(CCC2(CCC(C(O2)CC=C(C)C=CC(C(C)C=CC(=O)O)O)C)OC1C=CC(=CC(=O)O)C)OC(=O)CCC(=O)O | Koshino, H; Takahashi, H; Osada, H; Isono, K Reveromycins, new inhibitors of eukaryotic cell growth. III. Structures of reveromycins A, B, C and D Journal of Antibiotics 1992 45 (9) 1420-1427. DOI: 10.7164/antibiotics.45.1420 PMID: 1429227 | ||
2 | CCCC[C@@]1(OC(=O)CCC(=O)O)CC[C@]2(CC[C@H](C)[C@@H](C/C=C(C)/C=C/[C@H](O)[C@@H](C)/C=C/C(=O)O)O2)O[C@H]1/C=C/C(C)=C/C(=O)O | El Sous M; Ganame D; Tregloan PA; Rizzacasa MA Total synthesis of (-)-reveromycin a. Organic Letters 2004 6 (17) 3001-4. DOI: 10.1021/ol048811l PMID: 15330668 |