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3-Carboxy-4-methyl-5-propyl-2-furanpropanoic acid

analytical standard

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Synonym(s):
3-Carboxy-4-methyl-5-propyl-2-furanpropionic acid, CMPF, Propylurofuranic acid
Empirical Formula (Hill Notation):
C12H16O5
CAS Number:
Molecular Weight:
240.25
MDL number:
NACRES:
NB.21

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

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vibrant-m

W288918

3-Phenylpropionic acid

vibrant-m

61234

α-Ketoglutaric acid

grade

analytical standard

grade

FG, Fragrance grade, Halal, Kosher

grade

analytical standard

grade

analytical standard

assay

≥95.0% (HPLC)

assay

99%

assay

99.0-101.0% (T)

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

shelf life

-

shelf life

limited shelf life, expiry date on the label

shelf life

limited shelf life, expiry date on the label

application(s)

clinical testing

application(s)

flavors and fragrances

application(s)

clinical testing

application(s)

clinical testing

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

2-8°C

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_germany

WGK 3


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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)
Furan fatty acids?Beneficial or harmful to health
Xu L, et al.
Progress in Lipid Research, 68, 119-137 (2017)
Metabolomics: beyond biomarkers and towards mechanisms.
Johnson, C.H., et al.
Nature Reviews in Molecular and Cell Biology, 17, 451-459 (2016)
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)
Nicolas Fabresse et al.
Clinica chimica acta; international journal of clinical chemistry, 507, 228-235 (2020-05-07)
The objectives of this study were (1) to develop a method for the determination of 10 uremic toxins (3-carboxy-4-methyl-5-propyl-2-furanpropanoic acid (CMPF), hippuric acid, indole-3-acetic acid, indoxyl sulfate, kynurenic acid, kynurenine, p-cresyl glucuronide, p-cresyl sulfate, phenylacetylglutamine and trimethylamine N-oxide (TMAO)), and

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