Structure Database (LMSD)

Common Name
3-carboxy-4-methyl-5-propyl-2-furanpropanoic acid
Systematic Name
3-carboxy-4-methyl-5-propyl-2-furanpropanoic acid
Synonyms
LM ID
LMFA01150004
Formula
Exact Mass
Calculate m/z
240.099775
Sum Composition
Status
Curated



Classification

Biological Context

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

This information has been provided by Cayman Chemical

References

String Representations

InChiKey (Click to copy)
WMCQWXZMVIETAO-UHFFFAOYSA-N
InChi (Click to copy)
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)
SMILES (Click to copy)
O1C(CCC)=C(C)C(C(O)=O)=C1CCC(O)=O

Other Databases

HMDB ID
CHEBI ID
PubChem CID
Cayman ID
PDB ID

Calculated Physicochemical Properties

Heavy Atoms 17
Rings 1
Aromatic Rings 1
Rotatable Bonds 6
Van der Waals Molecular Volume 226.29
Topological Polar Surface Area 87.74
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 2.26
Molar Refractivity 60.36

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Updated at
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