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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
Molecular Weight:
324.45
MDL Number:
MFCD01726059
MOL File:
54857-86-2.mol
MSDS File:
SDS
Last updated:2023-07-12 16:55:01

5-(TETRADECYLOXY)-2-FUROIC ACID Properties

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.
FDA UNII BI12FRY055

SAFETY

Risk and Safety Statements

WGK Germany  2
RTECS  LU0288000
HS Code  29321900

5-(TETRADECYLOXY)-2-FUROIC ACID price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T6575 TOFA ≥98% (HPLC) 54857-86-2 5mg $233 2024-03-01 Buy
Sigma-Aldrich 613450 TOFA 54857-86-2 5mg $390 2024-03-01 Buy
Alfa Aesar J67337 TOFA 99% 54857-86-2 10mg $155 2023-06-20 Buy
Cayman Chemical 10005263 TOFA ≥98% 54857-86-2 5mg $37 2024-03-01 Buy
Cayman Chemical 10005263 TOFA ≥98% 54857-86-2 10mg $62 2024-03-01 Buy
Product number Packaging Price Buy
T6575 5mg $233 Buy
613450 5mg $390 Buy
J67337 10mg $155 Buy
10005263 5mg $37 Buy
10005263 10mg $62 Buy

5-(TETRADECYLOXY)-2-FUROIC ACID Chemical Properties,Uses,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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-(TETRADECYLOXY)-2-FUROIC ACID pictures 2020-01-03 5-(TETRADECYLOXY)-2-FUROIC ACID
54857-86-2
US $6.60 / KG 1KG 97%-99% 1kg -1000kg Career Henan Chemical Co
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