90833
3-Carboxy-4-methyl-5-propyl-2-furanpropanoic acid
analytical standard
Synonym(s):
3-Carboxy-4-methyl-5-propyl-2-furanpropionic acid, CMPF, Propylurofuranic acid
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About This Item
Empirical Formula (Hill Notation):
C12H16O5
CAS Number:
Molecular Weight:
240.25
UNSPSC Code:
12352106
NACRES:
NB.21
MDL number:
grade
analytical standard
Quality Level
assay
≥95.0% (HPLC)
shelf life
limited shelf life, expiry date on the label
application(s)
clinical testing
format
neat
storage temp.
2-8°C
SMILES string
OC(CCC1=C(C(O)=O)C(C)=C(CCC)O1)=O
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
General description
3-Carboxy-4-methyl-5-propyl-2-furanpropanoic acid (CMPF), a major metabolite of furan fatty acids, is a uremic toxin (UT), excreted into the urine via organic,anion transporters under physiological conditions. It is mostly reported to be accumulated in chronic kidney disease (CKD) patients. Monitoring of CMPF may be important to predict organic anion transporting polypeptide (OATP)1B activity in CKD patients as studies have implicated a decreased trend in (OATP)1B activity in patients with this uremic toxin. It is also found to be in increased concentrations, for patients who progress from prediabetes to type 2 diabetes, patients with renal failure, polyunsaturated fatty acids with high-temperature cooking and subjects who consume fish or fish oil.
Application
3-Carboxy-4-methyl-5-propyl-2-furanpropanoic acid may be used as an analytical reference standard for the quantification of the analyte in human plasma samples using ultra-high performance liquid chromatography coupled to tandem mass spectrometry (UHPLC–MS/MS).
Storage Class
11 - Combustible Solids
wgk
WGK 3
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Increased serum 3-carboxy-4-methyl-5-propyl-2-furanpropanoic acid (CMPF) levels are associated with glucose metabolism in Chinese pregnant women
Yi J, et al.
Journal of Endocrinological Investigation, 41(6), 663-670 (2018)
Furan fatty acids?Beneficial or harmful to health
Xu L, et al.
Progress in Lipid Research, 68, 119-137 (2017)
Simultaneous quantification of coproporphyrin-I and 3-carboxy-4-methyl-5-propyl-2-furanpropanoic acid in human plasma using ultra-high performance liquid chromatography coupled to tandem mass spectrometry
Suzuki Y, et al.
Journal of Pharmaceutical and Biomedical Analysis (2020)