Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA007155
PROPERTIES
| NPAID | NPA007155 |
|---|---|
| CLUSTER ID | 3226 |
| NODE ID | 2453 |
| NAME | Tubelactomicin A |
| FORMULA | C29H42O6 |
| MOLECULAR WEIGHT (Da) | 486.6490 |
| ACCURATE MASS (Da) | 486.2981 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Nocardia |
| ORIGIN SPECIES | sp. MK703-102F |
| InChIKey | LWPAZPOZBPFAAE-WSQSGNSCSA-N |
| InChI | InChI=1S/C29H42O6/c1-17-10-6-9-13-23-19(3)16-22-24(15-14-18(2)26(22)31)29(23,5)28(34)35-20(4)11-7-8-12-21(25(17)30)27(32)33/h6,9-10,12-13,16-18,20,22-26,30-31H,7-8,11,14-15H2,1-5H3,(H,32,33)/b10-6+,13-9+,21-12-/t17-,18-,20+,22+,23-,24-,25+,26+,29-/m0/s1 |
| SMILES | C[C@H]1CC[C@H]2[C@H]([C@@H]1O)C=C([C@H]\3[C@@]2(C(=O)O[C@@H](CCC/C=C(/[C@@H]([C@H](/C=C/C=C3)C)O)\C(=O)O)C)C)C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Igarashi; Nakamura; Naganawa; Takeuchi Tubelactomicin A, a novel 16-membered lactone antibiotic, from Nocardia sp. II. Structure elucidation Journal of Antibiotics 2000 53 (10) 1102-1107. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.53.1102 | PMID | 11132954 |
SYNTHESES
| CITATION 1 | Motozaki T; Sawamura K; Suzuki A; Yoshida K; Ueki T; Ohara A; Munakata R; Takao K; Tadano K Total synthesis of (+)-tubelactomicin A. 2. Synthesis of the upper-half segment and completion of the total synthesis. Organic Letters 2005 7 (11) 2265-2267. DOI: 10.1021/ol050763x PMID: 15901185 | ||
|---|---|---|---|
| CITATION 2 | Motozaki T; Sawamura K; Suzuki A; Yoshida K; Ueki T; Ohara A; Munakata R; Takao K; Tadano K Total synthesis of (+)-tubelactomicin A. 1. Stereoselective synthesis of the lower-half segment by an intramolecular Diels-Alder approach. Organic Letters 2005 7 (11) 2261-2264. DOI: 10.1021/ol0507625 PMID: 15901184 | ||
| CITATION 3 | Sommer H; Fürstner A Hydroxyl-Assisted Carbonylation of Alkenyltin Derivatives: Development and Application to a Formal Synthesis of Tubelactomicin A. Organic Letters 2016 18 (13) 3210-3213. DOI: 10.1021/acs.orglett.6b01431 PMID: 27280547 | ||
