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Merck
CN

SML1286

Fumonisin B1 Ready Made Solution

(Fusarium moniliforme), 1 mg/mL in DMSO

Synonym(s):

(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

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About This Item

Empirical Formula (Hill Notation):
C34H59NO15
CAS Number:
116355-83-0
Molecular Weight:
721.83
UNSPSC Code:
12352200
NACRES:
NA.77

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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

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

biological source

(Fusarium moniliforme)

form

DMSO solution

concentration

1 mg/mL in DMSO

shipped in

dry ice

storage temp.

−20°C

Quality Level

200

Related Categories

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).

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.
Fungal metabolite believed to cause leukoencephalomalacia in horses.

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

188.6 °F

flash_point_c

87 °C

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000215568
0000219062
0000215568
0000219062
11160213

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