Asaraldehyde (Asaronaldehyde)

Alias: Asaronaldehyde;Asaraldehyde; 2,4,5-trimethoxy-Benzaldehyde
Cat No.:V1076 Purity: ≥98%
Asaraldehyde (also called Asaronaldehyde;2,4,5-trimethoxy-Benzaldehyde), a naturally occuring compound extracted from carrot (Daucus carotaL.
Asaraldehyde (Asaronaldehyde) Chemical Structure CAS No.: 4460-86-0
Product category: COX
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Asaraldehyde (also called Asaronaldehyde; 2,4,5-trimethoxy-Benzaldehyde), a naturally occuring compound extracted from carrot (Daucus carota L.) seeds, is a potent COX-2 enzyme inhibitor with potential anti-inflammatory activity. It inhibits COX-2 with an IC50 of 100 μg/mL and exhibits 17-fold selectivity for COX-2 over COX-1.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Asarylaldehyde (2,4,5-TMBA) is a naturally occurring COX-2 inhibitor that was isolated from carrot (Daucus carota L.) seeds. At 100 μg/mL, it significantly inhibits the activity of cyclooxygenase II (COX-2) compared to three commercial nonsteroidal anti-inflammatory drugs (IC50 values: 180, 2.52, and 2.06 μg/mL, respectively). In 3T3-L1 adipocytes, 2,4,5-TMBA, a natural cyclooxygenase-2 inhibitor, inhibits adipogenesis and oromotes lipolysis. It has been shown that at a concentration of 100 μg/mL, 2,4,5-Trimethoxybenzaldehyde (2,4,5-TMBA), which is found in plant roots, seeds, and leaves, significantly inhibits the activity of cyclooxygenase-2 (COX-2). Given that COX-2 is linked to preadipocyte development, the murine 3T3-L1 cells are cultivated with 100 μg/mL of 2,4,5-TMBA both during and after the cells have fully differentiated to examine the impact of the compound on lipolysis and adipogenesis. Oil The formation of lipid droplets during differentiation was found to be inhibited by 2,4,5-TMBA, as demonstrated by Red O staining and triglyceride assay. Additionally, 2,4,5-TMBA down-regulates the protein levels of adipogenic signaling molecules and transcription factors, including MAP kinase kinase (MEK), extracellular signal-regulated kinase (ERK), CCAAT/enhancer binding protein (C/EBP)α, β, and δ, PPAR (peroxisome proliferator-activated receptor)γ, adipocyte determination and differentiation-dependent factor 1 (ADD1), and the rate-limiting enzyme for lipid synthesis, acetyl-CoA carboxylase (ACC). Treatment of completely developed adipocytes with 2,4,5-TMBA for 72 hours resulted in a considerable reduction in lipid accumulation via boosting triglyceride hydrolysis through the up-regulation of hormone-sensitive lipase (HSL) and the suppression of perilipin A (lipid droplet coating protein). Treatment of completely differentiated 3T3-L1 adipocytes with 100 μg/mL of 2,4,5-TMBA for 24, 48, or 72 hours results in a decrease in viability of 8.35, 15.54, and 27.26%, respectively. Premadiocyte cell viability is reduced by 26.46% when they are treated with 100 μg/mL of 2,4,5-TMBA for 24 hours prior to the addition of differentiation medium[1]. The most prevalent component is 2,4,5-trimethoxybenzaldehyde (TMBA), a COX-2 inhibitor that is completely absent from both its natural host, C. kanehirae wood, and its cultured broth. In fruiting bodies, 2,4,5-trimethoxybenzaldehyde (TMBA) is the main component[2].
ln Vivo

Animal Protocol


References
[1]. Wu MR, et al. 2,4,5-TMBA, a natural inhibitor of cyclooxygenase-2, suppresses adipogenesis and promotes lipolysis in 3T3-L1 adipocytes. J Agric Food Chem. 2012 Jul 25;60(29):7262-9.
[2]. Chen CC, et al. Production of a COX-2 inhibitor, 2,4,5-trimethoxybenzaldehyde, with submerged cultured Antrodia camphorata. Lett Appl Microbiol. 2007 Apr;44(4):387-92
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H12O4
Molecular Weight
196.2
CAS #
4460-86-0
Related CAS #
4460-86-0
SMILES
O=CC1=CC(OC)=C(OC)C=C1OC
Synonyms
Asaronaldehyde;Asaraldehyde; 2,4,5-trimethoxy-Benzaldehyde
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO:39 mg/mL (198.8 mM)
Water:<1 mg/mL
Ethanol:16 mg/mL (81.5 mM)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.0968 mL 25.4842 mL 50.9684 mL
5 mM 1.0194 mL 5.0968 mL 10.1937 mL
10 mM 0.5097 mL 2.5484 mL 5.0968 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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