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54857-86-2,MFCD01726059
Catalog No.:AA00D7W7

54857-86-2 | TOFA

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
97%
in stock  
$7.00   $5.00
- +
5mg
97%
in stock  
$15.00   $11.00
- +
10mg
97%
in stock  
$23.00   $16.00
- +
50mg
97%
in stock  
$72.00   $50.00
- +
100mg
97%
in stock  
$113.00   $79.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00D7W7
Chemical Name:
TOFA
CAS Number:
54857-86-2
Molecular Formula:
C19H32O4
Molecular Weight:
324.4550
MDL Number:
MFCD01726059
SMILES:
CCCCCCCCCCCCCCOc1ccc(o1)C(=O)O
Properties
Properties
 
Form:
Solid  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
293  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
15  
XLogP3:
7.8  

Downstream Synthesis Route

[1]Carstensen;Kothari[JournalofPharmaceuticalSciences,1981,vol.70,#10,p.1095-1100]

[2]CurrentPatentAssignee:SANOFI-US4980371,1990,A

[3]CurrentPatentAssignee:SANOFI-US4602099,1986,A

[1]Carstensen;Kothari[JournalofPharmaceuticalSciences,1980,vol.69,#1,p.123-124]

[1]Carstensen;Kothari[JournalofPharmaceuticalSciences,1981,vol.70,#10,p.1095-1100]

Literature

Title: The relationship of thioredoxin-1 and cisplatin resistance: its impact on ROS and oxidative metabolism in lung cancer cells.

Journal: Molecular cancer therapeutics 20120301

Title: Inhibition of p53 expression modifies the specificity of chromatin binding by the androgen receptor.

Journal: Oncotarget 20120201

Title: Metabolic regulation of invadopodia and invasion by acetyl-CoA carboxylase 1 and de novo lipogenesis.

Journal: PloS one 20120101

Title: SCD1 inhibition causes cancer cell death by depleting mono-unsaturated fatty acids.

Journal: PloS one 20120101

Title: Supplementation of pyruvate prevents palmitate-induced impairment of glucose uptake in C2 myotubes.

Journal: Molecular and cellular endocrinology 20111015

Title: The lipogenesis pathway as a cancer target.

Journal: Journal of medicinal chemistry 20110825

Title: 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.

Journal: Cancer biology & therapy 20110701

Title: Divergent effects of human cytomegalovirus and herpes simplex virus-1 on cellular metabolism.

Journal: PLoS pathogens 20110701

Title: Hypothalamic Angptl4/Fiaf is a novel regulator of food intake and body weight.

Journal: Diabetes 20101101

Title: Ethanol enhances hepatitis C virus replication through lipid metabolism and elevated NADH/NAD+.

Journal: The Journal of biological chemistry 20100108

Title: Acetyl-CoA carboxylase-alpha inhibitor TOFA induces human cancer cell apoptosis.

Journal: Biochemical and biophysical research communications 20090731

Title: De novo fatty-acid synthesis and related pathways as molecular targets for cancer therapy.

Journal: British journal of cancer 20090505

Title: Legionella pneumophila couples fatty acid flux to microbial differentiation and virulence.

Journal: Molecular microbiology 20090301

Title: Effect of centrally administered C75, a fatty acid synthase inhibitor, on gastric emptying and gastrointestinal transit in mice.

Journal: European journal of pharmacology 20081024

Title: Chronic suppression of acetyl-CoA carboxylase 1 in beta-cells impairs insulin secretion via inhibition of glucose rather than lipid metabolism.

Journal: The Journal of biological chemistry 20080523

Title: 1-11C-acetate as a PET radiopharmaceutical for imaging fatty acid synthase expression in prostate cancer.

Journal: Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20080201

Title: Expression, purification, and characterization of human acetyl-CoA carboxylase 2.

Journal: Protein expression and purification 20070501

Title: Fatty acid synthase inhibition activates AMP-activated protein kinase in SKOV3 human ovarian cancer cells.

Journal: Cancer research 20070401

Title: Fatty acid synthase: a novel target for antiglioma therapy.

Journal: British journal of cancer 20061009

Title: Sterol regulatory element-binding protein 1 mediates liver X receptor-beta-induced increases in insulin secretion and insulin messenger ribonucleic acid levels.

Journal: Endocrinology 20060801

Title: Nutritional status influences socially regulated foraging ontogeny in honey bees.

Journal: The Journal of experimental biology 20051201

Title: Cross-talk between an activator of nuclear receptors-mediated transcription and the D1 dopamine receptor signaling pathway.

Journal: Pharmacology, biochemistry, and behavior 20050301

Title: Fatty acid synthase inhibition triggers apoptosis during S phase in human cancer cells.

Journal: Cancer research 20031101

Title: Leptin receptor-deficient obese Zucker rats reduce their food intake in response to a systemic supply of calories from glucose.

Journal: Diabetes 20030201

Title: Fatty acid synthase inhibition in human breast cancer cells leads to malonyl-CoA-induced inhibition of fatty acid oxidation and cytotoxicity.

Journal: Biochemical and biophysical research communications 20010713

Title: Wang C, et al. Acetyl-CoA carboxylase-alpha inhibitor TOFA induces human cancer cell apoptosis. Biochem Biophys Res Commun. 2009 Jul 31;385(3):302-6.

Title: Li S, et al. TOFA suppresses ovarian cancer cell growth in vitro and in vivo. Mol Med Rep. 2013 Aug;8(2):373-8.

Title: Guseva NV, et al. 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 Biol Ther. 2011 Jul 1;12(1):80-5.

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