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TOFA

CAS No.:
54857-86-2
Catalog Number:
AG00D7YZ
Molecular Formula:
C19H32O4
Molecular Weight:
324.4550
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
99%
1 week
United States
$140
- +
10mg
99%
1 week
United States
$157
- +
50mg
99%
1 week
United States
$423
- +
100mg
99%
1 week
United States
$707
- +
Product Description
Catalog Number:
AG00D7YZ
Chemical Name:
TOFA
CAS Number:
54857-86-2
Molecular Formula:
C19H32O4
Molecular Weight:
324.4550
MDL Number:
MFCD01726059
IUPAC Name:
5-tetradecoxyfuran-2-carboxylic acid
InChI:
InChI=1S/C19H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22-18-15-14-17(23-18)19(20)21/h14-15H,2-13,16H2,1H3,(H,20,21)
InChI Key:
CZRCFAOMWRAFIC-UHFFFAOYSA-N
SMILES:
CCCCCCCCCCCCCCOc1ccc(o1)C(=O)O
UNII:
BI12FRY055
Properties
Complexity:
293  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
324.23g/mol
Formal Charge:
0
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
324.461g/mol
Monoisotopic Mass:
324.23g/mol
Rotatable Bond Count:
15  
Topological Polar Surface Area:
59.7A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
7.8  
Literature
Title Journal
The relationship of thioredoxin-1 and cisplatin resistance: its impact on ROS and oxidative metabolism in lung cancer cells. Molecular cancer therapeutics 20120301
Inhibition of p53 expression modifies the specificity of chromatin binding by the androgen receptor. Oncotarget 20120201
Metabolic regulation of invadopodia and invasion by acetyl-CoA carboxylase 1 and de novo lipogenesis. PloS one 20120101
SCD1 inhibition causes cancer cell death by depleting mono-unsaturated fatty acids. PloS one 20120101
Supplementation of pyruvate prevents palmitate-induced impairment of glucose uptake in C2 myotubes. Molecular and cellular endocrinology 20111015
The lipogenesis pathway as a cancer target. Journal of medicinal chemistry 20110825
TOFA (5-tetradecyl-oxy-2-furoic acid) reduces fatty acid synthesis, inhibits expression of AR, neuropilin-1 and Mcl-1 and kills prostate cancer cells independent of p53 status. Cancer biology & therapy 20110701
Divergent effects of human cytomegalovirus and herpes simplex virus-1 on cellular metabolism. PLoS pathogens 20110701
Hypothalamic Angptl4/Fiaf is a novel regulator of food intake and body weight. Diabetes 20101101
Ethanol enhances hepatitis C virus replication through lipid metabolism and elevated NADH/NAD+. The Journal of biological chemistry 20100108
Acetyl-CoA carboxylase-alpha inhibitor TOFA induces human cancer cell apoptosis. Biochemical and biophysical research communications 20090731
De novo fatty-acid synthesis and related pathways as molecular targets for cancer therapy. British journal of cancer 20090505
Legionella pneumophila couples fatty acid flux to microbial differentiation and virulence. Molecular microbiology 20090301
Effect of centrally administered C75, a fatty acid synthase inhibitor, on gastric emptying and gastrointestinal transit in mice. European journal of pharmacology 20081024
Chronic suppression of acetyl-CoA carboxylase 1 in beta-cells impairs insulin secretion via inhibition of glucose rather than lipid metabolism. The Journal of biological chemistry 20080523
1-11C-acetate as a PET radiopharmaceutical for imaging fatty acid synthase expression in prostate cancer. Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20080201
Expression, purification, and characterization of human acetyl-CoA carboxylase 2. Protein expression and purification 20070501
Fatty acid synthase inhibition activates AMP-activated protein kinase in SKOV3 human ovarian cancer cells. Cancer research 20070401
Fatty acid synthase: a novel target for antiglioma therapy. British journal of cancer 20061009
Sterol regulatory element-binding protein 1 mediates liver X receptor-beta-induced increases in insulin secretion and insulin messenger ribonucleic acid levels. Endocrinology 20060801
Nutritional status influences socially regulated foraging ontogeny in honey bees. The Journal of experimental biology 20051201
Cross-talk between an activator of nuclear receptors-mediated transcription and the D1 dopamine receptor signaling pathway. Pharmacology, biochemistry, and behavior 20050301
Fatty acid synthase inhibition triggers apoptosis during S phase in human cancer cells. Cancer research 20031101
Leptin receptor-deficient obese Zucker rats reduce their food intake in response to a systemic supply of calories from glucose. Diabetes 20030201
Fatty acid synthase inhibition in human breast cancer cells leads to malonyl-CoA-induced inhibition of fatty acid oxidation and cytotoxicity. Biochemical and biophysical research communications 20010713
Properties