Compounds
| ID | Spectrum Quality | Annotated Name |
|---|---|---|
| CCMSLIB00005727509 | Gold | 3 |
| CCMSLIB00005727277 | Gold | 3 |
| CCMSLIB00005727793 | Gold | 3 |
| CCMSLIB00005727650 | Gold | 3 |
| CCMSLIB00005727302 | Gold | 3 |
COMPOUND NPA010659
PROPERTIES
| NPAID | NPA010659 |
|---|---|
| CLUSTER ID | 26 |
| NODE ID | 25 |
| NAME | Tryprostatin B |
| FORMULA | C21H25N3O2 |
| MOLECULAR WEIGHT (Da) | 351.4500 |
| ACCURATE MASS (Da) | 351.1947 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Aspergillus |
| ORIGIN SPECIES | fumigatus BM939 |
| InChIKey | GLWYBXPXOSKQAW-OALUTQOASA-N |
| InChI | InChI=1S/C21H25N3O2/c1-13(2)9-10-17-15(14-6-3-4-7-16(14)22-17)12-18-21(26)24-11-5-8-19(24)20(25)23-18/h3-4,6-7,9,18-19,22H,5,8,10-12H2,1-2H3,(H,23,25)/t18-,19-/m0/s1 |
| SMILES | CC(=CCC1=C(C2=CC=CC=C2N1)C[C@H]3C(=O)N4CCC[C@H]4C(=O)N3)C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Cui, Cheng-Bin; Kakeya, Hideaki; Osada, Hiroyuki Novel mammalian cell cycle inhibitors, tryprostatins A, B and other diketopiperazines produced by Aspergillus fumigatus: II. physico-chemical properties and structures Journal of Antibiotics 1996 49 (6) 534-540. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.49.534 | PMID | 8698635 |
SYNTHESES
| CITATION 1 | Caballero E; Avendaño C; Menéndez JC Brief total synthesis of the cell cycle inhibitor tryprostatin B and related preparation of its alanine analogue. Journal of Organic Chemistry 2003 68 (18) 6944-6951. DOI: 10.1021/jo034703l PMID: 12946134 | ||
|---|---|---|---|
| CITATION 2 | Huisman M; Rahaman M; Asad S; Oehm S; Novin S; Rheingold AL; Hossain MM Total Synthesis of Tryprostatin B: Synthesis and Asymmetric Phase-Transfer-Catalyzed Reaction of Prenylated Gramine Salt. Organic Letters 2019 21 (1) 134-137. DOI: 10.1021/acs.orglett.8b03593 PMID: 30561217 | ||
