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
3D model of 3-carboxy-4-methyl-5-propyl-2-furanpropanoic acid
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
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
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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Created at
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Updated at
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