Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA005355
PROPERTIES
| NPAID | NPA005355 |
|---|---|
| CLUSTER ID | 2642 |
| NODE ID | 470 |
| NAME | Glionitrin A |
| FORMULA | C13H11N3O5S2 |
| MOLECULAR WEIGHT (Da) | 353.3810 |
| ACCURATE MASS (Da) | 353.0140 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Aspergillus |
| ORIGIN SPECIES | fumigatus KMC-901 |
| InChIKey | VRFJINVAZRAFHH-CHWSQXEVSA-N |
| InChI | InChI=1S/C13H11N3O5S2/c1-14-10(18)12-5-7-2-3-8(16(20)21)4-9(7)15(12)11(19)13(14,6-17)23-22-12/h2-4,17H,5-6H2,1H3/t12-,13-/m1/s1 |
| SMILES | CN1C(=O)[C@]23CC4=C(C=C([N+](=O)[O-])C=C4)N2C(=O)[C@@]1(CO)SS3 |
ORIGINAL ISOLATION REFERENCE
| CITATION | Park, Hyun Bong; Kwon, Hak Cheol; Lee, Chang-Ho; Yang, Hyun Ok Glionitrin A, an antibiotic - Antitumor metabolite derived from competitive interaction between abandoned mine microbes Journal of Natural Products 2009 72 (2) 248-252. | ||
|---|---|---|---|
| DOI | 10.1021/np800606e | PMID | 19159274 |
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CN1C(=O)[C@@]23CC4=C(N2C(=O)[C@@]1(SS3)CO)C=C(C=C4)[N+](=O)[O-] | Park, Hyun Bong; Kwon, Hak Cheol; Lee, Chang-Ho; Yang, Hyun Ok Glionitrin A, an antibiotic - Antitumor metabolite derived from competitive interaction between abandoned mine microbes Journal of Natural Products 2009 72 (2) 248-252. DOI: 10.1021/np800606e PMID: 19159274 | ||
| 2 | CN1C(=O)[C@]23CC4=C(C=C([N+](=O)[O-])C=C4)N2C(=O)[C@@]1(CO)SS3 | Koning, Nicolas R; Sundin, Anders P; Strand, Daniel Total Synthesis of (-)-Glionitrin A and B Enabled by an Asymmetric Oxidative Sulfenylation of Triketopiperazines. Journal of the American Chemical Society 2021 143 (50) 21218-21222. DOI: 10.1021/jacs.1c10364 PMID: 34808045 | ||
