We Offer Worldwide Shipping
Login Wishlist

2,4,5-Trimethoxybenzaldehyde

$93

  • Brand : BIOFRON

  • Catalogue Number : BF-T2012

  • Specification : 98%

  • CAS number : 4460-86-0

  • Formula : C10H12O4

  • Molecular Weight : 196.2

  • PUBCHEM ID : 20525

  • Volume : 20mg

In stock

Quantity
Checkout Bulk Order?

Catalogue Number

BF-T2012

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

196.2

Appearance

White needle crystal

Botanical Source

rhizoma of Acorus tatarinowii Schott

Structure Type

Others

Category

Standards;Natural Pytochemical;API

SMILES

COC1=CC(=C(C=C1C=O)OC)OC

Synonyms

2,4,5-Trimethoxybenzolcarbaldehyd/2,4,5-Trimethoxy/2,4,5-Trimethoxybenzaldehyde/ASARONALDEHYDE/2,4,5-Trimethoxybenz/Azarylaldehyde/2,4,5-Trimethoxy benzaldehyde/ASARALDEHYDE/2,4,5-tris-methoxy benzaldehyde/Gazarin/Asarylaldehyde/2,4,5-trimethyl ether/Benzaldehyde, 2,4,5-trimethoxy-

IUPAC Name

2,4,5-trimethoxybenzaldehyde

Density

1.1±0.1 g/cm3

Solubility

Flash Point

149.0±26.5 °C

Boiling Point

334.7±37.0 °C at 760 mmHg

Melting Point

112-114 °C(lit.)

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2912490000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:4460-86-0) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

25222709

Abstract

Because of the prevalence of obesity, there is particular interest in finding potential therapeutic targets. In a previous study, we demonstrated that 2,4,5-trimethoxybenzaldehyde (2,4,5-TMBA), a bitter principle in plants and a natural cyclooxygenase II (COX-2) inhibitor, suppressed the differentiation of preadipocyts into adipocytes at the concentration of 0.5 mM. In this current study, we aimed to investigate the stage during adipogenesis that is critically affected by 2,4,5-TMBA and the effects of 2,4,5-TMBA on the time-course expression of signaling molecules MAP kinase kinase (MAPKK, represented by MEK) and extracellular signal-regulated kinase (ERK), transcription factors CCAAT/enhancer binding protein (C/EBP)α, β, and δ and peroxisome proliferator-activated receptor (PPAR)γ, lipogenic enzymes acetyl-CoA carboxylase (ACC) and fatty acid synthase (FAS), and lipid droplet-coating protein perilipin A. When preadipocytes were co-cultured with 2,4,5-TMBA (0.5 mM) specifically at post-induction days 0-2, 2-4, 4-6, or 6-8 only, relative lipid accumulation was decreased by 67.93, 34.65, 49.56, and 34.32%, respectively. A time-course study showed that treatment of 2,4,5-TMBA suppressed the phosphorylation of ERK1 at the initial stage of adipogenesis but upregulated the phosphorylation at the late stage, which is opposite to the conditions required for the differentiation process. The overall expression of C/EBPα, β, and δ, PPARγ2, ACC, FAS, and perilipin A in preadipocytes was downregulated by the treatment of 2,4,5-TMBA. Taken together, our findings suggest that 2,4,5-TMBA suppresses adipogenesis through the regulation of ERK1 phosphorylation. Although results from in vitro studies cannot be directly extrapolated into clinical effects, our study will help to elucidate the anti-adipogenic potential of 2,4,5-TMBA.

KEYWORDS

2,4,5-TMBA; 3T3-L1 preadipocyte; ERK; adipogenesis

Title

2,4,5-trimethoxybenzaldehyde, a bitter principle in plants, suppresses adipogenesis through the regulation of ERK1.

Author

Wang YW1, Kuo CF.

Publish date

2014 Oct 8

PMID

24140596

Abstract

Meloidogyne exigua is a parasitic nematode of plants that causes great losses to coffee farmers. In an effort to develop parasitic controls, 154 chalcones were synthesized and screened for activity against this nematode. The best results were obtained with (2E)-1-(4′-nitrophenyl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one (6) with a 50% lethal concentration (LC50) of 171 μg/ml against M. exigua second-stage juveniles, in comparison to the commercially-available nematicide carbofuran which had an LC50 of 260 μg/ml under the same conditions. When coffee plants were used, 6 reduced the nematode population to ~50% of that observed in control plants. To investigate the mechanism of action of 6, an in silico study was carried out, which indicated that 6 may act against M. exigua through inhibition of a putative caffeic acid 3-O-methyltransferase homodimer, the amino acid sequence of which was determined by examining the genome of Meloidogyne incognita.

Copyright © 2013 Elsevier Inc. All rights reserved.

KEYWORDS

(2E)-1-(4′-Nitrophenyl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one; Chalcone; Meloidogyne; Nematicide; Protein modeling; Root-knot nematode

Title

Activity of chalcones derived from 2,4,5-trimethoxybenzaldehyde against Meloidogyne exigua and in silico interaction of one chalcone with a putative caffeic acid 3-O-methyltransferase from Meloidogyne incognita.

Author

Nunes AS1, Campos VP, Mascarello A, Stumpf TR, Chiaradia-Delatorre LD, Machado AR, Santos Júnior HM, Yunes RA, Nunes RJ, Oliveira DF.

Publish date

2013 Dec

PMID

22746947

Abstract

Obesity is a global health problem. Because of the high costs and side effects of obesity-treatment drugs, the potential of natural products as alternatives for treating obesity is under exploration. 2,4,5-Trimethoxybenzaldehyde (2,4,5-TMBA) present in plant roots, seeds, and leaves was reported to be a significant inhibitor of cyclooxygenase-2 (COX-2) activity at the concentration of 100 μg/mL. Because COX-2 is associated with differentiation of preadipocytes, the murine 3T3-L1 cells were cultured with 100 μg/mL of 2,4,5-TMBA during differentiation and after the cells were fully differentiated to study the effect of 2,4,5-TMBA on adipogenesis and lipolysis. Oil Red O staining and triglyceride assay revealed that 2,4,5-TMBA inhibited the formation of lipid droplets during differentiation; moreover, 2,4,5-TMBA down-regulated the protein levels of adipogenic signaling molecules and transcription factors MAP kinase kinase (MEK), extracellular signal-regulated kinase (ERK), CCAAT/enhancer binding protein (C/EBP)α, β, and δ, peroxisome proliferator-activated receptor (PPAR)γ, adipocyte determination and differentiation-dependent factor 1 (ADD1), and the rate-limiting enzyme for lipid synthesis acetyl-CoA carboxylase (ACC). In fully differentiated adipocytes, treatment with 2,4,5-TMBA for 72 h significantly decreased lipid accumulation by increasing the hydrolysis of triglyceride through suppression of perilipin A (lipid droplet coating protein) and up-regulation of hormone-sensitive lipase (HSL). The results of this in vitro study will pioneer future in vivo studies on antiobesity effects of 2,4,5-TMBA and selective COX-2 inhibitors.

Title

2,4,5-TMBA, a natural inhibitor of cyclooxygenase-2, suppresses adipogenesis and promotes lipolysis in 3T3-L1 adipocytes.

Author

Wu MR1, Hou MH, Lin YL, Kuo CF.

Publish date

2012 Jul 25;


Description :

Asarylaldehyde is a natural COX-2 inhibitor, which isolated from carrot (Daucus carota L.) seeds significantly inhibits cyclooxygenase II (COX-2) activity at IC50 value 100 μg/mL.