Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA020577
PROPERTIES
| NPAID | NPA020577 |
|---|---|
| CLUSTER ID | 6469 |
| NODE ID | 4472 |
| NAME | Cytoxazone |
| FORMULA | C11H13NO4 |
| MOLECULAR WEIGHT (Da) | 223.2280 |
| ACCURATE MASS (Da) | 223.0845 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | sp. RK95-31 |
| InChIKey | BUIFCOFNXXUCMV-VHSXEESVSA-N |
| InChI | InChI=1S/C11H13NO4/c1-15-8-4-2-7(3-5-8)10-9(6-13)16-11(14)12-10/h2-5,9-10,13H,6H2,1H3,(H,12,14)/t9-,10+/m0/s1 |
| SMILES | COC1=CC=C(C=C1)[C@@H]2[C@@H](OC(=O)N2)CO |
ORIGINAL ISOLATION REFERENCE
| CITATION | Kakeya H; Morishita M; Kobinata K; Osono M; Ishizuka M; Osada H Isolation and Biological Activity of a Novel Cytokine Modulator, Cytoxazone Journal of Antibiotics 1998 51 (12) 1126-1128. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.51.1126 | PMID | 10048575 |
SYNTHESES
| CITATION 1 | Kim JD; Kim IS; Jin CH; Zee OP; Jung YH Regioselective and diastereoselective amination with use of chlorosulfonyl isocyanate: a short and efficient synthesis of (-)-cytoxazone. Organic Letters 2005 7 (18) 4025-8. DOI: 10.1021/ol0515255 PMID: 16119958 | ||
|---|---|---|---|
| CITATION 2 | Mishra RK; Coates CM; Revell KD; Turos E Synthesis of 2-oxazolidinones from beta-lactams: stereospecific total synthesis of (-)-cytoxazone and all of its stereoisomers. Organic Letters 2007 9 (4) 575-8. DOI: 10.1021/ol062752p PMID: 17286366 | ||
| CITATION 3 | Miranda IL; Lopes ÍK; Diaz MA; Diaz G Synthesis Approaches to (-)-Cytoxazone, a Novel Cytokine Modulator, and Related Structures. Molecules 2016 21 (9) None. DOI: 10.3390/molecules21091176 PMID: 27608004 | ||
