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Fumonisin B2

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Fumonisin B2 Basic information

Product Name:
Fumonisin B2
Synonyms:
  • 1,2,3-PROPANETRICARBOXYLIC ACID, 1,1'-[1-(12-AMINO-9,11-DIHYDROXY-2-METHYL-TRIDECYL)-2-(1-METHYLPENTYL)-1,2-ETHANE-DIYL]ESTER
  • 1,2,3-PROPANETRICARBOXYLIC ACID, 1,1'-[1-(12-AMINO-4,11-DIHYDROXY-2-METHYL-TRIDECYL)-2-(1-METHYLPENTYL)-1,2-ETHANE-DIYL]ESTER
  • FUMONISIN B3
  • FUMONISIN B2
  • FUMONISIN B2, FUSARIUM MONILIFORME
  • FB2
  • Fumonisin B2, 98%, from Fusarium moniliforme
  • 1,2,3-propanetricarboxylicacid,1,1’-(1-(2-amino-9,11-dihydroxy-2-methyltridec
CAS:
116355-84-1
MF:
C34H59NO14
MW:
705.83
EINECS:
601-424-4
Product Categories:
  • antibiotic
  • Isotope Labelled Compounds
  • Amines
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Agro-Products
  • Heterocycles
  • Isotope Labeled Compounds
  • Enzyme InhibitorsEnzyme Inhibitors by Enzyme
  • Sphingosine acyltransferase
  • Core Bioreagents
  • R to
  • Research Essentials
Mol File:
116355-84-1.mol
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Fumonisin B2 Chemical Properties

Melting point:
<3200(dec)
Boiling point:
705.92°C (rough estimate)
Density 
1.2044 (rough estimate)
refractive index 
1.6630 (estimate)
Flash point:
6 °C
storage temp. 
-20°C
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
3?+-.0.23(Predicted)
form 
Off-white solid
color 
Off-White to Beige
Stability:
Hygroscopic
CAS DataBase Reference
116355-84-1
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Safety Information

Hazard Codes 
T+,T,Xn,F
Risk Statements 
26/27/28-36/37/38-40-36-20/21/22-11
Safety Statements 
22-36/37/39-45-36/37-16-26
RIDADR 
UN 2811 6.1/PG 1
WGK Germany 
3
RTECS 
TZ8335000
HS Code 
29221990

MSDS

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Fumonisin B2 Usage And Synthesis

Description

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.

Chemical Properties

Pale Yellow Crystalline Solid

Uses

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.

Uses

A mycotoxin produced by mold associated with corn. Inhibitor of sphingosine N-acyltransferase. Blocks the formation of ceramide from sphingosine.

Uses

Contact herbicide used also to produce desiccation and defoliation

Definition

ChEBI: Fumonisin B2 is a fumonisin that is (2S,3S,12S,14S,15R,16R)-2-amino-12,16-dimethylicosane-3,14,15-triol in which the hydroxy groups at positions 14 and 15 have each been esterified by condensation with the 1-carboxy group of 3-carboxyglutaric acid (giving a 3-carboxyglutarate ester group with R configuration in each case). It has a role as an Aspergillus metabolite and a carcinogenic agent. It is a fumonisin, a primary amino compound, a diol and a diester.

General Description

Fumonisin B2 (FB2) is a diester of tricarballylic acid and polyhydric alcohols.. Fumonisins B2 (FB2) does not have one or more hydroxyl groups at the C5 or C10 positions.

Biochem/physiol Actions

Inhibitor of sphingosine N-acyltransferase. Blocks the formation of ceramide from sphingosine.

Safety Profile

Fumonisin B2, a mycotoxin produced by Fusariummoniliforme in a variety of cereals, is a potent inhibitor of sphingosine N-acyltransferase (ceramidesynthase), blocking sphingolipid de novo synthesis. Fumonisin (FB) is a mycotoxin, a structurally similar bidentate compound composed of different polyhydric alcohols and propionic tricarboxylic acids, of which fumonisin B1 (FB1), fumonisin B2 (FB2) and fumonisin B3 (FB3) are the main components of contaminated food and its products, and a potential trigger for cancer, and has been declared by the International Agency for Research on Cancer as The International Agency for Research on Cancer has declared fumonisins as "Class 2B" toxicants (possible carcinogens to humans).

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