HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sinefungin
SF · DCUA · FPHH · SHEP7 · A-9145 · DFNA69 · DFNB39 · rp32232
Identifikatoren & physikalische Daten
| CAS No. | 58944-73-3 |
|---|---|
| Summenformel | C15H23N7O5 |
| Durchschnittliche Molmasse | 381,39 g/mol |
| Monoisotopische Masse | 381,17606686 g/mol |
| SMILES | Nc1ncnc2c1ncn2[C@@H]1O[C@H](C[C@@H](N)CC[C@H](N)C(=O)O)[C@@H](O)[C@H]1O |
| InChIKey | LMXOHSDXUQEUSF-YECHIGJVSA-N |
| PubChem CID | 65482 |
| ChEMBL | CHEMBL1214186 |
| ChEBI | CHEBI:45453 |
| EC No. | 637-385-5 |
| DTXSID | DTXSID10207689 |
Chemische & physikalische Eigenschaften
| XLogP | -4,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 209 |
| H-Brücken-Donoren | 6 |
| H-Brücken-Akzeptoren | 11 |
| Frei drehbare Bindungen | 7 |
| Schwere Atome | 27 |
| Formalladung | 0 |
| Komplexität | 529 |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| Siedepunkt | 783.2±70.0 °C(Predicted) |
| Dichte | 1.91±0.1 g/cm3(Predicted) |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | H2O: soluble |
| Aggregatzustand | powder |
| pKa (Säurekonstante) | pKa (66% DMF): 2.9, 3.9, 8.9, 10.2(at 25℃) |
| Farbe | white to yellow |
| Biologische Quelle | rat |
| Stabilität | Stable for 2 years from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 1 month. |
| InChIKey | LMXOHSDXUQEUSF-YECHIGJVSA-N |
| SMILES | N[C@@H](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23 |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 68 reports by companies from 2 notifications to the ECHA C&L Inventory. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29419090 |
| RTECS-Nr. | HE3140000 |
| R-Sätze (R) | 22 |
| Toxizität | LD50 s.c. in mice: 185 mg/kg (Hamill, Hoehn, J. Antibiot.) |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 36 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
Sinefungin, a polar nucleoside antifungal active with broad biological activity, was isolated from a number of species of Streptomyces in the early 1970s. Sinefungin acts by inhibiting a wide range of methyltransferases, including the methylation of bases in DNA and RNA which alters cytosine deamination and gene expression. Sinefungin is widely used as a bioprobe to block methyltransferase-dependent pathways.