Synonym: (2S,2′S)-2,2′-{[(5S,6R,7R,9R,11S,16R,18S,19S)-19-amino-11,16,18-trihydroxy-5,9-dimethylicosane-6,7-diyl]bis[oxy(2-oxoethane-2,1-diyl)]}disuccinic acid; Macrofusin
CAS Number: 116355-83-0
Empirical Formula (Hill Notation): C34H59NO15
Molecular Weight: 721.83
Linear Formula: C34H59NO15
Product Type: Chemical
| biological source |
(Fusarium moniliforme) |
| concentration |
1 mg/mL in DMSO |
| form |
DMSO solution |
| InChI |
1S/C34H59NO15/c1-5-6-9-20(3)32(50-31(44)17-23(34(47)48)15-29(41)42)27(49-30(43)16-22(33(45)46)14-28(39)40)13-19(2)12-24(36)10-7-8-11-25(37)18-26(38)21(4)35/h19-27,32,36-38H,5-18,35H2,1-4H3,(H,39,40)(H,41,42)(H,45,46)(H,47,48)/t19-,20+,21+,22+,23+,24+,25-,26+,27-,32-/m1/s1 |
| InChI key |
UVBUBMSSQKOIBE-ZWKVXHQASA-N |
| Quality Level |
200  |
| shipped in |
dry ice |
| SMILES string |
N[C@H]([C@@H](O)C[C@H](O)CCCC[C@H](O)C[C@H](C[C@@H](OC(=O)C[C@H](CC(=O)O)C(=O)O)[C@H](OC(=O)C[C@H](CC(=O)O)C(=O)O)[C@H](CCCC)C)C)C |
| storage temp. |
−20°C |
| Application: |
Fumonisin B1 from Fusarium moniliforme has been used: as a standard in the analysis of mycotoxins in caecal content obtained from adult pigs, in the study of the effect of fumonisin B1 on the metabolism of prion protein (PrP) isoforms and the synthesis of scrapie prion protein PrPSc, and in the study of the toxic effects of fumonisin B1 on explants obtained from pig jejunum. |
| Biochem/physiol Actions: |
Fumonisin B1 is a fungal metabolite that acts as a hepatocarcinogen and causes hepatotoxicity in rats. In horses, Fumonisin B1 causes leukoencephalitis, and in pigs, it causes pulmonary edema syndrome. In China and southern parts of Africa, Fumonisin B1 is linked with high incidence of esophageal cancer in humans. Fumonisin B1 acts as an inhibitor of sphingosine N-acyltransferase enzyme. |
| Biochem/physiol Actions: |
Fungal metabolite believed to cause leukoencephalomalacia in horses. |
| General description: |
Fumonisin B1 is a mycotoxin found in the fungus Fusarium moniliforme. This toxin can also be obtained from corn infected with the same fungus. Fumonisin B1 shares similarities with sphingosine and okadaic acid (OA). |
| WGK Germany |
WGK 1 |
| Flash Point(F) |
188.6 °F |
| Flash Point(C) |
87 °C |
| Storage Temp. |
−20°C |
| UNSPSC |
12352200 |
