Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA001768
PROPERTIES
| NPAID | NPA001768 |
|---|---|
| CLUSTER ID | 119 |
| NODE ID | 113 |
| NAME | Respirantin |
| FORMULA | C37H53N3O13 |
| MOLECULAR WEIGHT (Da) | 747.8390 |
| ACCURATE MASS (Da) | 747.3578 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | sp. 4403 |
| InChIKey | HJNZTHHOZWMVPB-SQCJOUFOSA-N |
| InChI | InChI=1S/C37H53N3O13/c1-11-20(6)29-32(45)39-25(15-18(2)3)30(43)37(9,10)36(49)52-26(16-19(4)5)34(47)50-21(7)27(35(48)51-22(8)33(46)53-29)40-31(44)23-13-12-14-24(28(23)42)38-17-41/h12-14,17-22,25-27,29,42H,11,15-16H2,1-10H3,(H,38,41)(H,39,45)(H,40,44)/t20-,21-,22+,25+,26+,27+,29+/m1/s1 |
| SMILES | CC[C@@H](C)[C@@H]1OC(=O)[C@H](C)OC(=O)[C@@H](NC(=O)C2=C(O)C(NC=O)=CC=C2)[C@@H](C)OC(=O)[C@H](CC(C)C)OC(=O)C(C)(C)C(=O)[C@H](CC(C)C)NC1=O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Urushibata, I; Isogai, A; Matsumoto, S; Suzuki, A Respirantin, a novel insecticidal cyclodepsipeptide from Streptomyces Journal of Antibiotics 1993 46 (4) 701-703. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.46.701 | PMID | 8501018 |
SYNTHESES
| CITATION 1 | Pettit GR; Smith TH; Feng S; Knight JC; Tan R; Pettit RK; Hinrichs PA Antineoplastic agents. 561. Total synthesis of respirantin. Journal of Natural Products 2007 70 (7) 1073-1083. DOI: 10.1021/np0680735 PMID: 17608531 | ||
|---|---|---|---|
| CITATION 2 | Beveridge RE; Batey RA An organotrifluoroborate-based convergent total synthesis of the potent cancer cell growth inhibitory depsipeptides kitastatin and respirantin. Organic Letters 2014 16 (9) 2322-2325. DOI: 10.1021/ol500484f PMID: 24730576 | ||
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CCC(C)[C@H]1C(=O)N[C@H](C(=O)C(C(=O)O[C@H](C(=O)O[C@@H]([C@@H](C(=O)O[C@H](C(=O)O1)C)NC(=O)C2=C(C(=CC=C2)NC=O)O)C)CC(C)C)(C)C)CC(C)C | Urushibata, I; Isogai, A; Matsumoto, S; Suzuki, A Respirantin, a novel insecticidal cyclodepsipeptide from Streptomyces Journal of Antibiotics 1993 46 (4) 701-703. DOI: 10.7164/antibiotics.46.701 PMID: 8501018 | ||
| 2 | CC[C@@H](C)[C@@H]1OC(=O)[C@H](C)OC(=O)[C@@H](NC(=O)C2=C(O)C(NC=O)=CC=C2)[C@@H](C)OC(=O)[C@H](CC(C)C)OC(=O)C(C)(C)C(=O)[C@H](CC(C)C)NC1=O | Pettit GR; Smith TH; Feng S; Knight JC; Tan R; Pettit RK; Hinrichs PA Antineoplastic agents. 561. Total synthesis of respirantin. Journal of Natural Products 2007 70 (7) 1073-1083. DOI: 10.1021/np0680735 PMID: 17608531 | ||
