Fumonisin B2 from Fusarium moniliforme, sphingosine N-acyltransferase inhibitor
FUMONISIN B3 · FB2 · FUMONISIN B2 · B2 Fumonisin B2 · FUMONISIN B2, 96+% · Diquat-d4 Dibromide · Fumonisin B2 (>90%) · fumonisin b2solution
Identifikatoren & physikalische Daten
| CAS No. | 116355-84-1 |
|---|---|
| Summenformel | C34H59NO14 |
| Durchschnittliche Molmasse | 705,8 g/mol |
| Monoisotopische Masse | 705,39355556 g/mol |
| SMILES | CCCCC(C)C(OC(=O)CC(CC(=O)O)C(=O)O)C(CC(C)CCCCCCC(O)CC(O)C(C)N)OC(=O)CC(CC(=O)O)C(=O)O |
| InChIKey | UXDPXZQHTDAXOZ-UHFFFAOYSA-N |
| PubChem CID | 3432 |
Chemische & physikalische Eigenschaften
| XLogP | 1,2 |
|---|---|
| Polarare Oberfläche (TPSA) | 268 |
| H-Brücken-Donoren | 7 |
| H-Brücken-Akzeptoren | 15 |
| Frei drehbare Bindungen | 31 |
| Schwere Atome | 49 |
| Formalladung | 0 |
| Komplexität | 1.040 |
| Schmelzpunkt | <3200(dec) |
| Siedepunkt | 705.92°C (rough estimate) |
| Dichte | 1.2044 (rough estimate) |
| Brechungsindex | 1.6630 (estimate) |
| Flammpunkt | 6 °C |
| Lagerbedingungen | -20°C |
| Löslichkeit | DMSO (Slightly), Methanol (Slightly) |
| Aggregatzustand | Off-white solid |
| pKa (Säurekonstante) | 3+-.0.23(Predicted) |
| Farbe | Off-White to Beige |
| Biologische Quelle | Fusarium sp. (Fusarium moniliforme) |
| Stabilität | Hygroscopic |
| Hauptanwendungen | cleaning productscosmeticsfood and beveragespersonal care |
| InChIKey | CFOIYOQEQJFMGC-UHFFFAOYSA-N |
| SMILES | C(CC(C)CCCCCCC(O)CC(O)C(N)C)(OC(=O)CC(C(=O)O)CC(=O)O)C(CC(C)CCC)OC(=O)CC(C(=O)O)CC(=O)O |
| CAS Datenbank | 116355-84-1 |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 3 |
|---|---|
| UN-Transportnummer | UN 2811 6.1/PG 1 |
| Zollcode | 29221990 |
| RTECS-Nr. | TZ8335000 |
| R-Sätze (R) | 26/27/28-36/37/38-40-36-20/21/22-11 |
| Gefahrensymbole | T+,T,Xn,F |
| Sicherheitshinweise (S) | 22-36/37/39-45-36/37-16-26 |
| Lagerklasse | 3 - Flammable liquids |
| Gefahrenklasse | Acute Tox. 4 OralEye Irrit. 2Flam. Liq. 2 |
Anwendungen & Verwendung
Beschreibung
Fumonisin B2 belongs to the family of toxins known as fumonisins. It is produced by several species of Fusarium molds primarily by Fusarium verticillioide. It is one of the major mycotoxin contaminant in corn and corn-based foods. Fumonisin B2 is a structural analog of fumonisin B1 but it is more cytotoxic than the latter and it inhibits sphinganine-N-acetyltransferase (ceramide synthase).Fumonisin B2 is a carcinogenic mycotoxin generally present on corn based food and feed-stuff, which is produced by the fungus Fusarium verticillioides and Fusarium moniliforme. Fumonisin B2 can also be detected in the industrially important fungi, Aspergillus niger.
Verwenden
Fumonisin B2 is a minor analogue of a family of potent mycotoxins produced by various Fusarium species, associated with animal toxicity worldwide. To date much of the research on the pharmacology of the fumonisins has focused on fumonisin B1. It is generally accepted that fumonisin B2 acts on ceramide biosynthesis, however, the pharmacology of the minor analogues is less well explored.