ChemicalBook > CAS DataBase List > 5-(TETRADECYLOXY)-2-FUROIC ACID

5-(TETRADECYLOXY)-2-FUROIC ACID

Product Name
5-(TETRADECYLOXY)-2-FUROIC ACID
CAS No.
54857-86-2
Chemical Name
5-(TETRADECYLOXY)-2-FUROIC ACID
Synonyms
TOFA;mdl14514;RMI-14514;TOFA (RMI14514;RMI14514; MDL14514;TOFA (RMI14514:MDL14514);5-tetradecyloxy-2-furonicacid;5-(TETRADECYLOXY)-2-FUROIC ACID;5-(TETRADECYLOXY)-2-FUROIC TOFA;TOFA - CAS 54857-86-2 - Calbiochem
CBNumber
CB4759746
Molecular Formula
C19H32O4
Formula Weight
324.45
MOL File
54857-86-2.mol
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5-(TETRADECYLOXY)-2-FUROIC ACID Property

Melting point:
112-115 °C
Boiling point:
441.7±25.0 °C(Predicted)
Density 
1.003±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMSO: 2.5 mg/mL
form 
solid
pka
3.55±0.10(Predicted)
color 
white to beige
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.
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Safety

WGK Germany 
2
RTECS 
LU0288000
HS Code 
29321900
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T6575
Product name
TOFA
Purity
≥98% (HPLC)
Packaging
5mg
Price
$233
Updated
2024/03/01
Sigma-Aldrich
Product number
613450
Product name
TOFA
Packaging
5mg
Price
$390
Updated
2024/03/01
Alfa Aesar
Product number
J67337
Product name
TOFA
Purity
99%
Packaging
10mg
Price
$155
Updated
2023/06/20
Cayman Chemical
Product number
10005263
Product name
TOFA
Purity
≥98%
Packaging
5mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
10005263
Product name
TOFA
Purity
≥98%
Packaging
10mg
Price
$62
Updated
2024/03/01
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5-(TETRADECYLOXY)-2-FUROIC ACID Chemical Properties,Usage,Production

Description

TOFA (54857-86-2) interferes with fatty acid synthase via inhibition of acetyl Co-A carboxylase (ACC1).1 Induces apoptosis in a variety of tumor cell lines.2,3 Stimulates neurite outgrowth and neuronal differentiation in rat pheochromocytoma cells.4 TOFA impairs glucose-stimulated insulin secretion after chronic treatment.5

Uses

TOFA has been used as a lipid biosynthesis inhibitor in mesenchymal stromal cells (MSCs), human pluripotent stem cells., an acetyl-CoA carboxylase 1 inhibitor in murine adipocyte cell lines., a lipolysis inhibitor in cancer stem cells (CSCs).

Definition

ChEBI: A member of the class of furans that is 2-furoic acid in which the hydrogen at position 5 is replaced by a tetradecyloxy group.

Biochem/physiol Actions

5-(Tetradecyloxy)-2-furoic acid (TOFA) elicits hypolipidemic?functionality by favoring fatty acid breakdown and at the same time preventing biosynthesis. It induces apoptosis in pancreatic cancer cells and favors tumor suppression.

References

References/Citations: 1) Halvorson?et al. (1984),?Inhibition of fatty acid synthesis in isolated adipocytes by 5-tetradecyloxy)-2-furoic acid; Lipids,?19?851 2) Guseva?et al. (2011),?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.,?12?80 3) Zhou?et al. (2003),?Fatty acid synthesis inhibition triggers apoptosis during S phase in human cancer cells; Cancer Res.,?63?7330 4) Schmidt?et al. (1999),?Transcription control and neuronal differentiation by agents that activate the LXR nuclear receptor family; Mol. Cell. Endocrinol.,?155?51 5) Ronnebaum?et al. (2008),?Chronic suppression of acetyl-CoA carboxylase 1 in beta-cells impairs insulin secretion via inhibition of glucose rather than lipid metabolism; J. Biol. Chem.,?283?14248

5-(TETRADECYLOXY)-2-FUROIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-(TETRADECYLOXY)-2-FUROIC ACID manufacturers

Career Henan Chemical Co
Product
5-(TETRADECYLOXY)-2-FUROIC ACID 54857-86-2
Price
US $6.60/KG
Min. Order
1KG
Purity
97%-99%
Supply Ability
1kg -1000kg
Release date
2020-01-02

54857-86-2, 5-(TETRADECYLOXY)-2-FUROIC ACIDRelated Search:

Imatinib mesylate CL 82198 HYDROCHLORIDE (E)-3-[[[3-[2-(7-CHLORO-2-QUINOLINYL)ETHENYL]PHENYL]-[[(3-DIMETHYLAMINO)-3-OXOPROPYL]THIO]METHYL]THIO]-PROPANOIC ACID, SODIUM SALT 17-AAG N-OCTADECYLMETHOXYDICHLOROSILANE N/A Ethoxylated ammonium alkyl sulfate 5-ETHOXY-FURAN-2-CARBOXYLIC ACID 2-METHOXYFURAN 2-Furancarboxylicacid,5-methoxy-(9CI) 5-(TETRADECYLOXY)-2-FUROIC ACID

  • TOFA
  • 5-(tetradecyloxy)-2-furancarboxylicaci
  • 5-tetradecyloxy-2-furonicacid
  • mdl14514
  • RMI-14514
  • TOFA (5-(Tetradecyloxy)-2-furoic acid)
  • 5-(TETRADECYLOXY)-2-FURANCARBOXYLIC ACID
  • 5-(TETRADECYLOXY)-2-FUROIC ACID
  • 2-Furancarboxylic acid,5-(tetradecyloxy)-
  • TOFA (RMI14514
  • TOFA (RMI14514:MDL14514)
  • 5-(TETRADECYLOXY)-2-FUROIC TOFA
  • TOFA - CAS 54857-86-2 - Calbiochem
  • RMI14514; MDL14514
  • inhibit,RMI 14514,Acetyl-CoA Carboxylase,ACC, Acetyl Coenzyme A Carboxylase,RMI-14514,TOFA,MDL 14514,MDL-14514,Inhibitor
  • 54857-86-2
  • A to C
  • Biochemicals and Reagents
  • BioChemical
  • Enzyme Inhibitors
  • Enzyme Inhibitors by Enzyme
  • Enzymes, Inhibitors, and Substrates
  • Acetyl CoA-Carboxylase