Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA006347
PROPERTIES
| NPAID | NPA006347 |
|---|---|
| CLUSTER ID | 2619 |
| NODE ID | 2037 |
| NAME | Toyocamycin |
| FORMULA | C12H13N5O4 |
| MOLECULAR WEIGHT (Da) | 291.2670 |
| ACCURATE MASS (Da) | 291.0968 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | toyocaensis |
| InChIKey | XOKJUSAYZUAMGJ-WOUKDFQISA-N |
| InChI | InChI=1S/C12H13N5O4/c13-1-5-2-17(11-7(5)10(14)15-4-16-11)12-9(20)8(19)6(3-18)21-12/h2,4,6,8-9,12,18-20H,3H2,(H2,14,15,16)/t6-,8-,9-,12-/m1/s1 |
| SMILES | C1=C(C2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N=CN=C2N)C#N |
ORIGINAL ISOLATION REFERENCE
| CITATION | Tolman, Richard L; Robins, Roland K; Townsend, Leroy B Pyrrolo [2, 3-d] pyrimidine nucleoside antibiotics. Total synthesis and structure of toyocamycin, unamycin B, vengicide, antibiotic E-212, and Sangivamycin (BA-90912) Journal of the American Chemical Society 1968 90 (2) 524-526. | ||
|---|---|---|---|
| DOI | 10.1021/ja01004a076 | PMID | 5634627 |
SYNTHESES
| CITATION 1 | Tolman, Richard L; Robins, Roland K; Townsend, Leroy B Pyrrolo [2, 3-d] pyrimidine nucleoside antibiotics. Total synthesis and structure of toyocamycin, unamycin B, vengicide, antibiotic E-212, and Sangivamycin (BA-90912) Journal of the American Chemical Society 1968 90 (2) 524-526. DOI: 10.1021/ja01004a076 PMID: 5634627 | ||
|---|---|---|---|
| CITATION 2 | Tolman RL; Robins RK; Townsend LB Pyrrolopyrimidine nucleosides. 3. The total synthesis of toyocamycin, sangivamycin, tubercidin, and related derivatives. Journal of the American Chemical Society 1969 91 (8) 2102-2108. DOI: 10.1021/ja01036a040 PMID: 5805382 | ||
| CITATION 3 | Porcari AR; Townsend LB Total synthesis of the naturally occurring antibiotic toyocamycin using new and improved synthetic procedures. Nucleosides & Nucleotides 1999 18 (2) 153-159. DOI: 10.1080/15257779908043063 PMID: 10067270 | ||
