F3771

Fumonisin B₂ from Fusarium moniliforme

sphingosine N-acyltransferase inhibitor

• Sinônimo(s): FB₂, Fumonisin B₂
• Fórmula empírica (Notação de Hill): C₃₄H₅₉NO₁₄
• Número CAS: 116355-84-1
• Peso molecular: 705.83
• Número MDL: MFCD00133350
• Código UNSPSC: 12352202
• ID de substância PubChem: 24894857
• NACRES: NA.77

Propriedades

• fonte biológica: Fusarium sp. (Fusarium moniliforme)
• Ensaio: ≥96% (TLC)
• Formulário: powder
• solubilidade: methanol: 10 mg/mL, clear, colorless to faintly yellow
• temperatura de armazenamento: −20°C
• cadeia de caracteres 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
• InChI: 1S/C34H59NO14/c1-5-6-12-21(3)32(49-31(43)18-24(34(46)47)16-29(40)41)27(48-30(42)17-23(33(44)45)15-28(38)39)14-20(2)11-9-7-8-10-13-25(36)19-26(37)22(4)35/h20-27,32,36-37H,5-19,35H2,1-4H3,(H,38,39)(H,40,41)(H,44,45)(H,46,47)
• chave InChI: UXDPXZQHTDAXOZ-UHFFFAOYSA-N

Descrição

Descrição geral

Fumonisin B₂ (FB₂) is a diester of tricarballylic acid and polyhydric alcohols.[1]. Fumonisins B₂ (FB₂) does not have one or more hydroxyl groups at the C5 or C10 positions.[2]

Mycotoxin originally isolated from Fusarium sp, which grows on corn. Produces neural tube defects and craniofacial abnormalities in fetuses. Many strains of Aspergillus niger growing naturally on grapes are capable of producing fumonisin B₂, so it is now a concern for human consumption of grapes, raisins, and wine.

Aplicação

Fumonisin B₂ (FB₂) from Fusarium moniliforme has been used:

• as a standard for the detection of FB₂ by high performance liquid chromatography (HPLC) in corn based food products[1][3]
• used as standard in the determination of fumonisin B1 and B2 in corn and corn-based products by high-performance liquid chromatography[3]
• as a standard in the determination of mycotoxins by HPLC[4]

Ações bioquímicas/fisiológicas

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

Informações de segurança

• Pictogramas: GHS08
• Palavra indicadora: Warning
• Frases de perigo: H351
• Declarações de precaução: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Classificações de perigo: Carc. 2
• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable
• Equipamento de proteção individual: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges