Avenanthramide DCAS# 115610-36-1 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 115610-36-1 | SDF | Download SDF |
| PubChem ID | 6443019 | Appearance | White-pale yellow powder |
| Formula | C16H13NO4 | M.Wt | 283.28 |
| Type of Compound | Nitrogen-containing Compounds | Storage | Desiccate at -20°C |
| Synonyms | Avenanthramide 1p; N-p-Coumaroylanthranilic acid; Dianthramide P | ||
| Solubility | Soluble in methanol; Slightly soluble in acetone and acetonitrile; insoluble in water | ||
| Chemical Name | 2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]amino]benzoic acid | ||
| SMILES | C1=CC=C(C(=C1)C(=O)O)NC(=O)C=CC2=CC=C(C=C2)O | ||
| Standard InChIKey | INBHLTYBRKASIZ-JXMROGBWSA-N | ||
| Standard InChI | InChI=1S/C16H13NO4/c18-12-8-5-11(6-9-12)7-10-15(19)17-14-4-2-1-3-13(14)16(20)21/h1-10,18H,(H,17,19)(H,20,21)/b10-7+ | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
Avenanthramide D Dilution Calculator
Avenanthramide D Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.5301 mL | 17.6504 mL | 35.3008 mL | 70.6015 mL | 88.2519 mL |
| 5 mM | 0.706 mL | 3.5301 mL | 7.0602 mL | 14.1203 mL | 17.6504 mL |
| 10 mM | 0.353 mL | 1.765 mL | 3.5301 mL | 7.0602 mL | 8.8252 mL |
| 50 mM | 0.0706 mL | 0.353 mL | 0.706 mL | 1.412 mL | 1.765 mL |
| 100 mM | 0.0353 mL | 0.1765 mL | 0.353 mL | 0.706 mL | 0.8825 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Dihydroavenanthramide D prevents UV-irradiated generation of reactive oxygen species and expression of matrix metalloproteinase-1 and -3 in human dermal fibroblasts.[Pubmed:24103002]
Exp Dermatol. 2013 Nov;22(11):759-61.
Ultraviolet B (UVB) radiation induces photoageing by upregulating the expression of matrix metalloproteinases (MMPs) in human skin cells. DihydroAvenanthramide D (DHAvD) is a synthetic analog to naturally occurring avenanthramide, which is the active component in oats. Although anti-inflammatory, anti-atherosclerotic and antioxidant effects have been reported, the antiphotoageing effects of DHAvD are yet to be understood. In this study, we investigated the inhibitory effects of DHAvD on UVB-induced production of reactive oxygen species (ROS) and expression of MMPs, and its molecular mechanism in UVB-irradiated human dermal fibroblasts. Western blot and real-time PCR analyses revealed that DHAvD inhibited UVB-induced MMP-1 and MMP-3 expression. It also significantly blocked UVB-induced ROS generation in fibroblasts. Additionally, DHAvD attenuated UVB-induced phosphorylation of MAPKs, activation of NF-kappaB and AP-1. DHAvD regulates UVB-irradiated MMP expression by inhibiting ROS-mediated MAPK/NF-kappaB and AP-1 activation. DHAvD may be a useful candidate for preventing UV light-induced skin photoageing.
Dihydroavenanthramide D inhibits human breast cancer cell invasion through suppression of MMP-9 expression.[Pubmed:21262201]
Biochem Biophys Res Commun. 2011 Feb 25;405(4):552-7.
DihydroAvenanthramide D (DHAvD) is a synthetic analog to naturally occurring avenanthramide, which is the active component of oat. Previous study demonstrates that DHAvD strongly inhibits activation of nuclear factor-kappa B (NF-kappaB), which is a major component in cancer cell invasion. The present study investigated whether DHAvD can modulate MMP-9 expression and cell invasion in MCF-7 human breast cancer cells. MMP-9 expression and cell invasion in response to 12-O-tetradecanoylphorbol-13-acetate (TPA) was increased, whereas these inductions were muted by DHAvD. DHAvD also suppressed activation of mitogen-activated protein kinase (MAPK), and MAPK-mediated nuclear factor-kappa B (NF-kappaB) and activator protein-1 (AP-1) activations in TPA-treated MCF-7 cells. The results indicate that DHAvD-mediated inhibition of TPA-induced MMP-9 expression and cell invasion involves the suppression of the MAPK/NF-kappaB and MAPK/AP-1 pathways in MCF-7 cells. DHAvD may have potential value in breast cancer metastasis.
