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, 10 mM in DMSO;TOFA (RMI14514:MDL14514);5-tetradecyloxy-2-furonicacid;5-(TETRADECYLOXY)-2-FUROIC ACID;5-(TETRADECYLOXY)-2-FUROIC TOFA
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
$240
Updated
2025/07/31
Sigma-Aldrich
Product number
613450
Product name
TOFA
Packaging
5mg
Price
$401
Updated
2025/07/31
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
Sigma-Aldrich
Product number
T6575
Product name
TOFA
Purity
≥98% (HPLC)
Packaging
25mg
Price
$949
Updated
2025/07/31
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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.

in vivo

TOFA inhibits COC1/DDP cell growth in ovarian tumor mouse xenografts. The tumor growth rate is signifi cantly inhibited by TOFA compared with the DMSO treated control mice (1649±356.3 vs. 5128±390.4 mm3. No toxicity is observed in the heart, liver, spleen, lung, kidney and intestinal tissues. By inhibiting ACC, TOFA may be a promising small molecule agent for ovarian cancer therapy[2].

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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5-(TETRADECYLOXY)-2-FUROIC ACID Suppliers

SIGMA-RBI
Tel
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Fax
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Country
Switzerland
ProdList
6896
Advantage
91
Alexis Corporation
Tel
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Fax
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Email
alexis-ch@alexis-corp.ch
Country
Switzerland
ProdList
3599
Advantage
74
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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:


  • 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
  • TOFA (5-(tetradecyloxy)-2-furoic acid), acetyl-CoA carboxylase inhibitor.
  • TOFA, 10 mM in DMSO
  • TOFA (5-(Tetradecyloxy)-2-furoic acid) ,S6690
  • 54857-86-2
  • A to C
  • Biochemicals and Reagents
  • BioChemical
  • Enzyme Inhibitors
  • Enzyme Inhibitors by Enzyme
  • Enzymes, Inhibitors, and Substrates
  • Acetyl CoA-Carboxylase