Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA000250
PROPERTIES
| NPAID | NPA000250 |
|---|---|
| CLUSTER ID | 213 |
| NODE ID | 200 |
| NAME | Ripostatin B |
| FORMULA | C30H40O6 |
| MOLECULAR WEIGHT (Da) | 496.6440 |
| ACCURATE MASS (Da) | 496.2825 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Sorangium |
| ORIGIN SPECIES | cellulosum strain So ce377 |
| InChIKey | FFFWIYTVZAPFFC-TTXNTIIMSA-N |
| InChI | InChI=1S/C30H40O6/c1-22(13-15-24-10-6-4-7-11-24)14-16-26(31)20-28-21-27(32)17-23(2)9-5-3-8-12-25(18-29(33)34)19-30(35)36-28/h3-4,6-11,13,19,26-28,31-32H,5,12,14-18,20-21H2,1-2H3,(H,33,34)/b8-3+,22-13+,23-9+,25-19+/t26-,27-,28+/m1/s1 |
| SMILES | C/C/1=C\C/C=C/C/C(=C\C(=O)O[C@H](C[C@@H](C1)O)C[C@@H](CC/C(=C/CC2=CC=CC=C2)/C)O)/CC(=O)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Irschik, Herbert; Augustiniak, Hermann; Gerth, Klaus; HÖFLE, GERHARD; Reichenbach, Hans The ripostatins, novel inhibitors of eubacterial RNA polymerase isolated from myxobacteria Journal of Antibiotics 1995 48 (8) 787-792. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.48.787 | PMID | 7592022 |
SYNTHESES
| CITATION 1 | Glaus F; Dedić D; Tare P; Nagaraja V; Rodrigues L; Aínsa JA; Kunze J; Schneider G; Hartkoorn RC; Cole ST; Altmann KH Total Synthesis of Ripostatin B and Structure-Activity Relationship Studies on Ripostatin Analogs. Journal of Organic Chemistry 2018 83 (13) 7150-7172. DOI: 10.1021/acs.joc.8b00193 PMID: 29542926 | ||
|---|---|---|---|
| CITATION 2 | Glaus F; Altmann KH Total synthesis of the bacterial RNA polymerase inhibitor ripostatin B. Angewandte Chemie International Edition 2012 51 (14) 3405-3409. DOI: 10.1002/anie.201200871 PMID: 22378713 | ||
| CITATION 3 | Tang W; Prusov EV Total synthesis of RNA-polymerase inhibitor ripostatin B and 15-deoxyripostatin A. Angewandte Chemie International Edition 2012 51 (14) 3401-3404. DOI: 10.1002/anie.201108749 PMID: 22378642 | ||
| CITATION 4 | Winter P; Hiller W; Christmann M Access to skipped polyene macrolides through ring-closing metathesis: total synthesis of the RNA polymerase inhibitor ripostatin B. Angewandte Chemie International Edition 2012 51 (14) 3396-3400. DOI: 10.1002/anie.201108692 PMID: 22337614 | ||
| CITATION 5 | Glaus F; Altmann KH Total synthesis of the myxobacterial macrolide ripostatin B. CHIMIA 2013 67 (4) 227-230. DOI: 10.2533/chimia.2013.227 PMID: 23967694 | ||
