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MedKoo Cat#: 593091 | Name: Avenanthramide D

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Avenanthramide D is a biochemical.

Chemical Structure

Avenanthramide D
Avenanthramide D
CAS#115610-36-1

Theoretical Analysis

MedKoo Cat#: 593091

Name: Avenanthramide D

CAS#: 115610-36-1

Chemical Formula: C16H13NO4

Exact Mass: 283.0845

Molecular Weight: 283.28

Elemental Analysis: C, 67.84; H, 4.63; N, 4.94; O, 22.59

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Avenanthramide D
IUPAC/Chemical Name
Benzoic acid, 2-((3-(4-hydroxyphenyl)-1-oxo-2-propenyl)amino)-, (E)-
InChi Key
INBHLTYBRKASIZ-JXMROGBWSA-N
InChi Code
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+
SMILES Code
O=C(O)C1=CC=CC=C1NC(/C=C/C2=CC=C(O)C=C2)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 283.28 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Schär MY, Corona G, Soycan G, Dine C, Kristek A, Alsharif SNS, Behrends V, Lovegrove A, Shewry PR, Spencer JPE. Excretion of Avenanthramides, Phenolic Acids and their Major Metabolites Following Intake of Oat Bran. Mol Nutr Food Res. 2018 Jan;62(2). doi: 10.1002/mnfr.201700499. Epub 2017 Dec 29. PubMed PMID: 29024323; PubMed Central PMCID: PMC5836716. 2: Xie Z, Mui T, Sintara M, Ou B, Johnson J, Chu Y, O'shea M, Kasturi P, Chen Y. Rapid quantitation of avenanthramides in oat-containing products by high-performance liquid chromatography coupled with triple quadrupole mass spectrometry (HPLC-TQMS). Food Chem. 2017 Jun 1;224:280-288. doi: 10.1016/j.foodchem.2016.12.079. Epub 2016 Dec 23. PubMed PMID: 28159267. 3: Sang S, Chu Y. Whole grain oats, more than just a fiber: Role of unique phytochemicals. Mol Nutr Food Res. 2017 Jul;61(7). doi: 10.1002/mnfr.201600715. Epub 2017 Feb 22. Review. PubMed PMID: 28067025. 4: Günther-Jordanland K, Dawid C, Dietz M, Hofmann T. Key Phytochemicals Contributing to the Bitter Off-Taste of Oat (Avena sativa L.). J Agric Food Chem. 2016 Dec 28;64(51):9639-9652. doi: 10.1021/acs.jafc.6b04995. Epub 2016 Dec 16. PubMed PMID: 27983806. 5: Fu J, Zhu Y, Yerke A, Wise ML, Johnson J, Chu Y, Sang S. Oat avenanthramides induce heme oxygenase-1 expression via Nrf2-mediated signaling in HK-2 cells. Mol Nutr Food Res. 2015 Dec;59(12):2471-9. doi: 10.1002/mnfr.201500250. Epub 2015 Sep 11. PubMed PMID: 26331632. 6: Gao C, Gao Z, Greenway FL, Burton JH, Johnson WD, Keenan MJ, Enright FM, Martin RJ, Chu Y, Zheng J. Oat consumption reduced intestinal fat deposition and improved health span in Caenorhabditis elegans model. Nutr Res. 2015 Sep;35(9):834-43. doi: 10.1016/j.nutres.2015.06.007. Epub 2015 Jun 30. PubMed PMID: 26253816; PubMed Central PMCID: PMC4561582. 7: Wang P, Chen H, Zhu Y, McBride J, Fu J, Sang S. Oat avenanthramide-C (2c) is biotransformed by mice and the human microbiota into bioactive metabolites. J Nutr. 2015 Feb;145(2):239-45. doi: 10.3945/jn.114.206508. Epub 2014 Dec 17. PubMed PMID: 25644343. 8: Yang J, Ou B, Wise ML, Chu Y. In vitro total antioxidant capacity and anti-inflammatory activity of three common oat-derived avenanthramides. Food Chem. 2014 Oct 1;160:338-45. doi: 10.1016/j.foodchem.2014.03.059. Epub 2014 Mar 21. PubMed PMID: 24799247. 9: Kim JM, Noh EM, Kwon KB, Hwang BM, Hwang JK, You YO, Kim MS, Lee W, Lee JH, Kim HJ, Kim JS, Lee YR. Dihydroavenanthramide D prevents UV-irradiated generation of reactive oxygen species and expression of matrix metalloproteinase-1 and -3 in human dermal fibroblasts. Exp Dermatol. 2013 Nov;22(11):759-61. doi: 10.1111/exd.12243. PubMed PMID: 24103002; PubMed Central PMCID: PMC4251632. 10: Chu YF, Wise ML, Gulvady AA, Chang T, Kendra DF, Jan-Willem van Klinken B, Shi Y, O'Shea M. In vitro antioxidant capacity and anti-inflammatory activity of seven common oats. Food Chem. 2013 Aug 15;139(1-4):426-31. doi: 10.1016/j.foodchem.2013.01.104. Epub 2013 Feb 10. PubMed PMID: 23561127. 11: Lee YR, Noh EM, Oh HJ, Hur H, Kim JM, Han JH, Hwang JK, Park BH, Park JW, Youn HJ, Jung SH, Kim BS, Jung JY, Lee SH, Park CS, Kim JS. Dihydroavenanthramide D inhibits human breast cancer cell invasion through suppression of MMP-9 expression. Biochem Biophys Res Commun. 2011 Feb 25;405(4):552-7. doi: 10.1016/j.bbrc.2011.01.065. Epub 2011 Jan 22. PubMed PMID: 21262201. 12: Ren Y, Yang X, Niu X, Liu S, Ren G. Chemical characterization of the avenanthramide-rich extract from oat and its effect on D-galactose-induced oxidative stress in mice. J Agric Food Chem. 2011 Jan 12;59(1):206-11. doi: 10.1021/jf103938e. Epub 2010 Dec 9. PubMed PMID: 21141964. 13: Lv N, Song MY, Lee YR, Choi HN, Kwon KB, Park JW, Park BH. Dihydroavenanthramide D protects pancreatic beta-cells from cytokine and streptozotocin toxicity. Biochem Biophys Res Commun. 2009 Sep 11;387(1):97-102. doi: 10.1016/j.bbrc.2009.06.133. Epub 2009 Jul 1. PubMed PMID: 19576175. 14: Matsukawa T, Ishihara A, Iwamura H. Induction of anthranilate synthase activity by elicitors in oats. Z Naturforsch C. 2002 Jan-Feb;57(1-2):121-8. PubMed PMID: 11926523.

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Eipw 113