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CMPF

CAT: 0804-HY-129297-01Size: 500 µgDry Ice: NoHazardous: No
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CAT#:0804-HY-129297-01Size:500 µg
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Description
CMPF can be found in trace constituent of urine and blood. CMPF is a biomarker of type 2 diabetes. CMPF can act on the β cell and induces impaired mitochondrial function. CMPF decreases glucose-induced ATP accumulation, and induces oxidative stress. CMPF reverses hepatic lipid accumulation and improves insulin sensitivity in obese mice[1][2].
CAS Number
86879-39-2
UNSPSC
12352005
Target
Endogenous Metabolite
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/cmpf.html
Purity
99.57
Solubility
DMSO : 250 mg/mL (ultrasonic)
Smiles
O=C(O)CCC1=C(C(O)=O)C(C)=C(CCC)O1
Molecular Formula
C12H16O5
Molecular Weight
240.25
References & Citations
[1]Prentice KJ, et al. The furan fatty acid metabolite CMPF is elevated in diabetes and induces β cell dysfunction. Cell Metab. 2014 Apr 1;19 (4) :653-66.|[2]Prentice KJ, et al. CMPF, a Metabolite Formed Upon Prescription Omega-3-Acid Ethyl Ester Supplementation, Prevents and Reverses Steatosis. EBioMedicine. 2018 Jan;27:200-213.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
Human Endogenous Metabolite

Chemical Information

3-Carboxy-4-Methyl-5-Propyl-2-Furanpropanoic Acid

2-(2-carboxyethyl)-4-methyl-5-propylfuran-3-carboxylic acid is a furoic acid that is furan-3-carboxylic acid substituted by a methyl group at position 4, a propyl group at position 5 and a 2-carboxyethyl group at position 2. It is a potent uremic toxin that has been found to accumulate in human serum of patients with chronic kidney diseases. It has a role as a uremic toxin and a human metabolite. It is a dicarboxylic acid and a furoic acid. It is a conjugate acid of a 3-carboxy-4-methyl-5-propyl-2-furanpropionate(2-) and a 3-carboxy-4-methyl-5-propyl-2-furanpropanoate.

CAS Number86879-39-2
PubChem CID123979
IUPAC Name2-(2-carboxyethyl)-4-methyl-5-propylfuran-3-carboxylic acid
Molecular FormulaC12H16O5
Molecular Weight240.25
XLogP1.9
Topological Polar Surface Area87.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Heavy Atom Count17
Formal Charge0
Complexity289
SMILES
CCCC1=C(C(=C(O1)CCC(=O)O)C(=O)O)C
InChI
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)
InChIKey
WMCQWXZMVIETAO-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 3-Carboxy-4-Methyl-5-Propyl-2-Furanpropanoic Acid
CAS: 86879-39-2
CID: 123979
Formula: C12H16O5
MW: 240.25
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight240.25
XLogP31.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Exact Mass240.09977361
Monoisotopic Mass240.09977361
Topological Polar Surface Area87.7 Ų
Heavy Atom Count17
Formal Charge0
Complexity289
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes