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About This Item
Empirical Formula (Hill Notation):
C15H10BrN3OS
CAS Number:
Molecular Weight:
360.23
MDL number:
NACRES:
NA.21
SMILES string
O=C1NC2=CC=C(C=C2C13SC(C4=CC=CC=C4)=NN3)Br
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to light brown
solubility
DMSO: 2 mg/mL, clear
storage temp.
-10 to -25°C
Application
Lipofermata may be used to evaluate fatty acidtransport inhibition in Caco-2, HepG2, and C2C12 cell lines; and to studyits effect on LPS-induced inflammatory responses in whole blood and humanmonocytes.
Biochem/physiol Actions
Lipofermata (CB-16.2) is an orally active and selective long-chain fatty acid (LCFA) transport protein FATP2 (SLC27A2) inhibitor (IC50 in μM =2.74/HepG2, 4.65/INS-1E, 5.67/C2C12, 6.09/Caco2; IC50 = 39.34 μM in non-FATP2-expressing 3T3L1) with no effect against medium chain (C6-C10) fatty acids transport by passive diffusion. Lipofermata prevents palmitate-mediated oxidative stress and cell death in cultures (5-50 μM lipofermata against 500 μM palmitate; HepG2 and INS-1E cells) and prevents the absorption of 13C-oleate in mice in vivo (300 mg/mL lipofermata p.p. 1h prior to 500 mg/kg 13C-oleate p.o.).
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Angel Sandoval et al.
Biochemical pharmacology, 79(7), 990-999 (2009-11-17)
Fatty acid transport proteins (FATPs) are bifunctional proteins, which transport long chain fatty acids into cells and activate very long chain fatty acids by esterification with coenzyme A. In an effort to understand the linkage between cellular fatty acid transport
Paul N Black et al.
MedChemComm, 7(4), 612-622 (2016-07-23)
The fatty acid transport proteins (FATP) are classified as members of the Solute Carrier 27 (Slc27) family of proteins based on their ability to function in the transport of exogenous fatty acids. These proteins, when localized to the plasma membrane
Constance Ahowesso et al.
Biochemical pharmacology, 98(1), 167-181 (2015-09-24)
Chronic elevation of plasma free fatty acid (FFA) levels is commonly associated with obesity, type 2 diabetes, cardiovascular disease and some cancers. Experimental evidence indicates FFA and their metabolites contribute to disease development through lipotoxicity. Previously, we identified a specific
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