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SML1385

Sigma-Aldrich

Lomitapide

≥98% (HPLC)

Synonym(s):

AEGR-733, BMS-201038, N-(2,2,2-Trifluoroethyl)-9-[4-[4-[[[4′-(trifluoromethyl)[1,1′-biphenyl]2-yl]carbonyl]amino]-1-piperidinyl]butyl]9H-fluoren-9-carboxamde

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About This Item

Empirical Formula (Hill Notation):
C39H37F6N3O2
CAS Number:
182431-12-5
Molecular Weight:
693.72
MDL number:
MFCD16620494
UNSPSC Code:
51111800
PubChem Substance ID:
329825833
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(NCC(F)(F)F)C1(C(C=CC=C2)=C2C3=C1C=CC=C3)CCCCN(CC4)CCC4NC(C5=C(C6=CC=C(C(F)(F)F)C=C6)C=CC=C5)=O

InChI

1S/C39H37F6N3O2/c40-38(41,42)25-46-36(50)37(33-13-5-3-10-30(33)31-11-4-6-14-34(31)37)21-7-8-22-48-23-19-28(20-24-48)47-35(49)32-12-2-1-9-29(32)26-15-17-27(18-16-26)39(43,44)45/h1-6,9-18,28H,7-8,19-25H2,(H,46,50)(H,47,49)

InChI key

MBBCVAKAJPKAKM-UHFFFAOYSA-N

Gene Information

human ... MTTP(4547) , P4HB(5034)

Application

Lomitapide has been used as a microsomal triglyceride transfer protein (MTP) inhibitor to study its effects on very-low-density lipoproteins (VLDL) export in mouse hepatocytes.

Biochem/physiol Actions

Lomitapide can lower the secretion of very-low-density lipoproteins (VLDL) and chylomicrons.
Lomitapide is an inhibitor of microsomal triglyceride transfer protein (MTP). Lomitapide has been shown to be highly effective in reducing LDL-cholesterol and triglycerides, and has been aproved for treatment of homozygous familial hypercholesterolemia.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Targeting Hepatic Glutaminase 1 Ameliorates Non-alcoholic Steatohepatitis by Restoring Very-Low-Density Lipoprotein Triglyceride Assembly
Simon J, et al.
Cell Metabolism, 31(3), 605-622 (2020)
Frank M Sacks et al.
JAMA internal medicine, 174(3), 443-447 (2013-12-25)
Recurrent pancreatitis is a potentially fatal complication of severe hypertriglyceridemia. Genetic defects and lifestyle risk factors may render this condition unresponsive to current treatments. We report this first case of long-term management of intractable near-fatal recurrent pancreatitis secondary to severe
Severe hypertriglyceridemia with pancreatitis: thirteen years? treatment with lomitapide
Sacks F M, et al.
JAMA Internal Medicine, 174(3), 443-447 (2014)
Jorge Simon et al.
Cell metabolism, 31(3), 605-622 (2020-02-23)
Non-alcoholic steatohepatitis (NASH) is characterized by the accumulation of hepatic fat in an inflammatory/fibrotic background. Herein, we show that the hepatic high-activity glutaminase 1 isoform (GLS1) is overexpressed in NASH. Importantly, GLS1 inhibition reduces lipid content in choline and/or methionine

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