Compounds
| ID | Spectrum Quality | Annotated Name |
|---|---|---|
| CCMSLIB00000478593 | Gold | 1 |
COMPOUND NPA017010
PROPERTIES
| NPAID | NPA017010 |
|---|---|
| CLUSTER ID | 3535 |
| NODE ID | 2664 |
| NAME | Ajudazol B |
| FORMULA | C34H44N2O7 |
| MOLECULAR WEIGHT (Da) | 592.7330 |
| ACCURATE MASS (Da) | 592.3149 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Chondromyces |
| ORIGIN SPECIES | crocatus |
| InChIKey | YIAOKSMOIJEDIZ-JUFKZSEZSA-N |
| InChI | InChI=1S/C34H44N2O7/c1-22-16-17-27-29(30(22)38)34(40)43-32(31(27)39)24(3)19-26-21-42-33(35-26)23(2)15-13-11-9-7-8-10-12-14-18-36(5)28(37)20-25(4)41-6/h7,9,11-14,16-17,20-21,23-24,31-32,38-39H,8,10,15,18-19H2,1-6H3/b9-7-,13-11-,14-12+,25-20+/t23-,24-,31+,32-/m1/s1 |
| SMILES | CO/C(C)=C/C(=O)N(C)C/C=C/CC/C=C\C=C/C[C@@H](C)C1=NC(C[C@@H](C)[C@H]2OC(=O)C3=C(C=CC(C)=C3O)[C@@H]2O)=CO1 |
ORIGINAL ISOLATION REFERENCE
| CITATION | Jansen, Rolf; Kunze, Brigitte; Reichenbach, Hans; Höfle, Gerhard The Ajudazols A and B, Novel Isochromanones from Chondromyces crocatus (Myxobacteria): Isolation and Structure Elucidation European Journal of Organic Chemistry 2002 2002 (5) 917-921. | ||
|---|---|---|---|
| DOI | 10.1002/1099-0690(200203)2002:5<917::aid-ejoc917>3.0.co;2-z | PMID | - |
SYNTHESES
| CITATION 1 | Essig S; Bretzke S; Müller R; Menche D Full stereochemical determination of ajudazols A and B by bioinformatics gene cluster analysis and total synthesis of ajudazol B by an asymmetric ortholithiation strategy. Journal of the American Chemical Society 2012 134 (47) 19362-5. DOI: 10.1021/ja309685n PMID: 23127125 | ||
|---|---|---|---|
| CITATION 2 | Essig S; Schmalzbauer B; Bretzke S; Scherer O; Koeberle A; Werz O; Müller R; Menche D Predictive Bioinformatic Assignment of Methyl-Bearing Stereocenters, Total Synthesis, and an Additional Molecular Target of Ajudazol B. Journal of Organic Chemistry 2016 81 (4) 1333-57. DOI: 10.1021/acs.joc.5b02844 PMID: 26796481 | ||
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CC1=C(C2=C(C=C1)[C@H]([C@@H](OC2=O)[C@@H](C)CC3=COC(=N3)C(C)C/C=C\C=C/CC/C=C/CN(C)C(=O)/C=C(\C)/OC)O)O | Jansen, Rolf; Kunze, Brigitte; Reichenbach, Hans; Höfle, Gerhard The Ajudazols A and B, Novel Isochromanones from Chondromyces crocatus (Myxobacteria): Isolation and Structure Elucidation European Journal of Organic Chemistry 2002 2002 (5) 917-921. DOI: 10.1002/1099-0690(200203)2002:5<917::aid-ejoc917>3.0.co;2-z | ||
| 2 | CO/C(C)=C/C(=O)N(C)C/C=C/CC/C=C\C=C/C[C@@H](C)C1=NC(C[C@@H](C)[C@H]2OC(=O)C3=C(C=CC(C)=C3O)[C@@H]2O)=CO1 | Essig S; Bretzke S; Müller R; Menche D Full stereochemical determination of ajudazols A and B by bioinformatics gene cluster analysis and total synthesis of ajudazol B by an asymmetric ortholithiation strategy. Journal of the American Chemical Society 2012 134 (47) 19362-5. DOI: 10.1021/ja309685n PMID: 23127125 | ||
