Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA020596
PROPERTIES
| NPAID | NPA020596 |
|---|---|
| CLUSTER ID | 6472 |
| NODE ID | 4475 |
| NAME | Cytostatin |
| FORMULA | C21H33O7P |
| MOLECULAR WEIGHT (Da) | 428.4620 |
| ACCURATE MASS (Da) | 428.1964 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | sp. MJ654-NF4 |
| InChIKey | PQNNIEWMPIULRS-PZIWEVEYSA-N |
| InChI | InChI=1S/C21H33O7P/c1-5-6-7-8-9-10-18(22)17(4)19(28-29(24,25)26)13-11-15(2)21-16(3)12-14-20(23)27-21/h5-10,12,14-19,21-22H,11,13H2,1-4H3,(H2,24,25,26)/b6-5+,8-7-,10-9-/t15-,16-,17-,18-,19-,21-/m0/s1 |
| SMILES | C/C=C/C=C\C=C/[C@H](O)[C@H](C)[C@H](CC[C@H](C)[C@@H]1OC(=O)C=C[C@@H]1C)OP(=O)(O)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Amemiya M; Ueno M; Osono M; Masuda T; Kinoshita N; Nishida C; Hamada M; Ishizuka M; Takeuchi T Cytostatin, a novel inhibitor of cell adhesion to components of extracellular matrix produced by Streptomyces sp. MJ654-NF4. I. Taxonomy, fermentation, isolation and biological activities. Journal of Antibiotics 1994 47 (5) 536-540. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.47.536 | PMID | 8040050 |
SYNTHESES
| CITATION 1 | Bialy L; Waldmann H Total synthesis and biological evaluation of the protein phosphatase 2A inhibitor cytostatin and analogues. Chemistry - A European Journal 2004 10 (11) 2759-80. DOI: 10.1002/chem.200305543 PMID: 15195307 | ||
|---|---|---|---|
| CITATION 2 | Lawhorn BG; Boga SB; Wolkenberg SE; Colby DA; Gauss CM; Swingle MR; Amable L; Honkanen RE; Boger DL Total synthesis and evaluation of cytostatin, its C10-C11 diastereomers, and additional key analogues: impact on PP2A inhibition. Journal of the American Chemical Society 2006 128 (51) 16720-32. DOI: 10.1021/ja066477d PMID: 17177422 | ||
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | C/C=C/C=C\C=C/C(C(C)C(CCC(C)C1C(C=CC(=O)O1)C)OP(=O)(O)O)O | Amemiya M; Ueno M; Osono M; Masuda T; Kinoshita N; Nishida C; Hamada M; Ishizuka M; Takeuchi T Cytostatin, a novel inhibitor of cell adhesion to components of extracellular matrix produced by Streptomyces sp. MJ654-NF4. I. Taxonomy, fermentation, isolation and biological activities. Journal of Antibiotics 1994 47 (5) 536-540. DOI: 10.7164/antibiotics.47.536 PMID: 8040050 | ||
| 2 | C/C=C/C=C\C=C/[C@H](O)[C@H](C)[C@H](CC[C@H](C)[C@@H]1OC(=O)C=C[C@@H]1C)OP(=O)(O)O | Bialy L; Waldmann H Total synthesis and biological evaluation of the protein phosphatase 2A inhibitor cytostatin and analogues. Chemistry - A European Journal 2004 10 (11) 2759-80. DOI: 10.1002/chem.200305543 PMID: 15195307 | ||
