A mycotoxin
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Labeled Version(s)
31272Fumonisin B1-13C34
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Fumonisin B1

Item No. 62580

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,2’R)-1,2,3-propanetricarboxylic acid, 1,1’-[(1S,2R)-1-[(2S,4R,9R,11S,12S)-12-amino-4,9,11-trihydroxy-2-methyltridecyl]-2-[(1R)-1-methylpentyl]-1,2-ethanediyl] ester
CAS Number
116355-83-0
Synonyms
  • FB1
Molecular Formula
C34H59NO15
Formula Weight
721.8
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 5 mg/mlEthanol: 10 mg/mlPBS pH 7.2: 1 mg/ml
SMILES
C[C@H](N)[C@@H](O)C[C@H](O)CCCC[C@@H](O)C[C@H](C)C[C@H](OC(C[C@H](C(O)=O)CC(O)=O)=O)[C@H](OC(C[C@H](C(O)=O)CC(O)=O)=O)[C@H](C)CCCC
InChi Code
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?,2
InChi Key
UVBUBMSSQKOIBE-CPRNOWDYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Fumonisin B1 (FB1) is a mycotoxin that has been found in F. moniliforme.1 It inhibits ceramide synthase (IC50 = 0.1 µM for the rat liver enzyme).2 FB1 induces DNA fragmentation and apoptosis in CV-1 cells when used at concentrations of 5 and 25 µM, respectively.3 It is cytotoxic to primary rat hepatocytes and induces hepatocyte nodule formation, a marker of cancer initiation, in rats when administered at a dose of 500 mg/kg for 21 days.4 It has been detected in corn and corn-based foods and livestock feeds.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gelderblom, W.C.A., Jaskiewicz, K., Marasas, W.F.O., et al. Fumonisins-novel mycotoxins with cancer-promoting activity produced by Fusarium moniliforme. Appl. Environ. Microbiol. 54(7), 1806-1811 (1988).

    2. Wang, E., Norred, W.P., Bacon, C.W., et al. Inhibition of sphingolipid biosynthesis by fumonisins. Implications for diseases associated with Fusarium moniliforme. The Journal of Biological Chemisty 266(22), 14486-14490 (1991).

    3. Ciacci-Zanella, J.R., and Jones, C. Fumonisin B1, a mycotoxin contaminant of cereal grains, and inducer of apoptosis via the tumour necrosis factor pathway and caspase activation. Food Chem. Toxicol. 37(7), 703-712 (1999).

    4. Gelderblom, W.C.A., Cawood, M.E., Snyman, S.D., et al. Structure-activity relationships of fumonisins in short-term carcinogenesis and cytotoxicity assays. Food Chem. Toxicol. 31(6), 407-414 (1993).

    5. Bullerman, L.B. Occurrence of Fusarium and fumonisins on food grains and in foods. Fumonisins in food 27-38 (1996).

    Product Citations

    Leier, H.C., Weinstein, J.B., Kyle, J.E., et al. A global lipid map defines a network essential for Zika virus replication. Nat. Commun. 11(1), 3652 (2020).