Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA019305
PROPERTIES
| NPAID | NPA019305 |
|---|---|
| CLUSTER ID | 392 |
| NODE ID | 353 |
| NAME | Tubulysin B |
| FORMULA | C42H63N5O10S |
| MOLECULAR WEIGHT (Da) | 830.0580 |
| ACCURATE MASS (Da) | 829.4296 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Archangium |
| ORIGIN SPECIES | gephyra |
| InChIKey | HWCIETDQUHYHGQ-YHVCZDCZSA-N |
| InChI | InChI=1S/C42H63N5O10S/c1-9-13-36(50)56-24-47(41(53)37(26(5)10-2)45-39(52)33-14-11-12-19-46(33)8)34(25(3)4)22-35(57-28(7)48)40-44-32(23-58-40)38(51)43-30(20-27(6)42(54)55)21-29-15-17-31(49)18-16-29/h15-18,23,25-27,30,33-35,37,49H,9-14,19-22,24H2,1-8H3,(H,43,51)(H,45,52)(H,54,55)/t26-,27-,30+,33+,34+,35+,37-/m0/s1 |
| SMILES | CCCC(=O)OCN(C(=O)[C@@H](NC(=O)[C@H]1CCCCN1C)[C@@H](C)CC)[C@H](C[C@@H](OC(C)=O)C1=NC(C(=O)N[C@@H](CC2=CC=C(O)C=C2)C[C@H](C)C(=O)O)=CS1)C(C)C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Sasse; Steinmetz; Heil; Hofle; Reichenbach Tubulysins, new cytostatic peptides from myxobacteria acting on microtubuli. Production, isolation, physico-chemical and biological properties Journal of Antibiotics 2000 53 (9) 879-885. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.53.879 | PMID | 11099220 |
SYNTHESES
| CITATION 1 | Pando O; Dörner S; Preusentanz R; Denkert A; Porzel A; Richter W; Wessjohann L First total synthesis of tubulysin B. Organic Letters 2009 11 (24) 5567-5569. DOI: 10.1021/ol902320w PMID: 19919080 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CCCC(=O)OCN(C(CC(C1=NC(=CS1)C(=O)NC(CC2=CC=C(C=C2)O)CC(C)C(=O)O)OC(=O)C)C(C)C)C(=O)C(C(C)CC)NC(=O)C3CCCCN3C | Sasse; Steinmetz; Heil; Hofle; Reichenbach Tubulysins, new cytostatic peptides from myxobacteria acting on microtubuli. Production, isolation, physico-chemical and biological properties Journal of Antibiotics 2000 53 (9) 879-885. DOI: 10.7164/antibiotics.53.879 PMID: 11099220 | ||
| 2 | CCCC(=O)OCN(C(=O)[C@@H](NC(=O)[C@H]1CCCCN1C)[C@@H](C)CC)[C@H](C[C@@H](OC(C)=O)C1=NC(C(=O)N[C@@H](CC2=CC=C(O)C=C2)C[C@H](C)C(=O)O)=CS1)C(C)C | Pando O; Dörner S; Preusentanz R; Denkert A; Porzel A; Richter W; Wessjohann L First total synthesis of tubulysin B. Organic Letters 2009 11 (24) 5567-5569. DOI: 10.1021/ol902320w PMID: 19919080 | ||
