SML3490

FMC

≥98% (HPLC)

• Synonym(s): Dimethyl(fluoromethyl)(2-hydroxyethyl)ammonium chloride, Fluorocholine chloride, Fluoromethylcholine chloride, N-(Fluoromethyl)-2-hydroxy-n,n-dimethylethanaminium chloride, NSC720948
• Empirical Formula (Hill Notation): C₅H₁₃FNO·Cl
• CAS Number: 459424-38-5
• Molecular Weight: 157.61
• UNSPSC Code: 41106300
• NACRES: NA.77
• MDL number: MFCD07995053
• Assay: ≥98% (HPLC)
• Form: (Crystals to semi-solid)
• Storage condition: under inert gas

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: (Crystals to semi-solid)
• storage condition: under inert gas
• color: colorless to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: -10 to -25°C
• SMILES string: FC[N+](CCO)(C)C.[Cl-]
• InChI: 1S/C5H13FNO.ClH/c1-7(2,5-6)3-4-8;/h8H,3-5H2,1-2H3;1H/q+1;/p-1
• InChI key: QJEHIIJVWXGJAB-UHFFFAOYSA-M

Description

Biochem/physiol Actions

FMC is a monofluorinated choline that acts as a nonlethal, mechanism-based irreversible inhibtor (pseudosubstrate-based suicide inhibitor) against gut anaerobic bacterial glycyl radical enzyme (GRE) cutC choline trimethylamine (TMA) lyase-catalyzed TMA production from choline (IC50 = 0.9 nM/P. mirabilis & 1.4 nM/D. alaskensis rec. CutC/D) without affecting the bacterial growth (P. mirabilis, E. fergusonii, and P. penneri). A single FMC oral dose (100 mg/kg) to mice on choline-supplemented diet significantly reduces plasma trimethylamine N-oxide (TMAO) level (up to 3 days) as well as diet-induced platelet responsiveness and thrombus formation without toxicity or increased bleeding risk.

Orally active gut bacterial choline trimethylamine (TMA) lyase cutC inhibtor with TMA- & TMA N-oxide (TMAO)-lowering efficacy in vitro and in vivo.

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable