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Compounds

COMPOUND NPA010078

STRUCTURE
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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.
DOI 10.7164/antibiotics.45.1420 PMID 1429227
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Actinobacteria LPSN 201174
Class Actinobacteria LPSN -
Order Streptomycetales LPSN 85011
Family Streptomycetaceae LPSN 2062
Genus Streptomyces LPSN 1883
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
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
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