An endogenous furan fatty acid metabolite and inhibitor of serum T4 transport and deiodination
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Labeled Version(s)
9001871CMPF-d5
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Research Area

CMPF

Item No. 10007133

Technical Information
Formal Name
3-carboxy-4-methyl-5-propyl-2-furanpropanoic acid
CAS Number
86879-39-2
Synonyms
  • FA 12:4;O3
Molecular Formula
C12H16O5
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2)(1:1): 0.5 mg/ml
λmax
260 nm
SMILES
CCCc1oc(CCC(=O)O)c(C(=O)O)c1C
InChi Code
InChI=1S/C12H16O5/c1-3-4-8-7(2)11(12(15)16)9(17-8)5-6-10(13)14/h3-6H2,1-2H3,(H,13,14)(H,15,16)
InChi Key
WMCQWXZMVIETAO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    CMPF is an endogenous metabolite of furan fatty acids in humans. CMPF is highly albumin-bound and accumulates in the serum of uremic patients to concentrations in excess of 0.2 mM. Its primary effect is to inhibit cellular transport and subsequent deiodination of thyroxine (T4).1,2 CMPF is tightly bound to albumin but only moderately inhibits T4 binding in a direct manner (10-14% at 0.3 mM). However, CMPF effectively displaces competitive T4 binding molecules from albumin, such as acidic drugs and free fatty acids.2 Therefore, CMPF may indirectly influence T4 binding to albumin by increasing the serum concentration of competitive binding molecules, particularly free fatty acids such as oleic acid.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lim, C.F., Bernard, B.F., De Jong, M., et alA furan fatty acid and indoxyl sulfate are the putative inhibitors of thyroxine hepatocyte transport in uremia. J. Clin. Endocrinol. Metab. 76(2), 318-324 (1993).

    2. Lim, C.F., Stockigt, J.R., Curtis, A.J., et alA naturally occuring furan fatty acid enhances drug inhibition of thyroxine binding in serum. Metabolism 42(11), 1468-1474 (1993).