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36465

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Avenanthramide C

analytical standard

Synonyme(s) :

2-{[(2E)-3-(3,4-Dihydroxyphenyl)-1-oxo-2-propenyl]amino}-5-hydroxybenzoic acid, N-[3′,4′-Dihydroxy-(E)-cinnamoyl]-5-hydroxyanthranilic acid, Avenanthramide Bc

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About This Item

Formule empirique (notation de Hill):
C16H13NO6
Numéro CAS:
Poids moléculaire :
315.28
Numéro Beilstein :
3624543
Numéro MDL:
Code UNSPSC :
85151701
ID de substance PubChem :
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

Pureté

≥98.0% (GC)

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Format

neat

Température de stockage

2-8°C

Chaîne SMILES 

OC1=CC=C(NC(/C=C/C2=CC(O)=C(O)C=C2)=O)C(C(O)=O)=C1

InChI

1S/C16H13NO6/c18-10-3-4-12(11(8-10)16(22)23)17-15(21)6-2-9-1-5-13(19)14(20)7-9/h1-8,18-20H,(H,17,21)(H,22,23)/b6-2+

Clé InChI

IDUUXROOZBOOPH-QHHAFSJGSA-N

Description générale

Avenanthramides are a class of substituted N-cinnamoylanthranilic acids present mainly in oats.

Application

Avenanthramide C may be used as a reference standard for the determination of avenanthramide C in:
  • Oat seeds and seedlings by reversed phase ultra-high performance liquid chromatography equipped with photodiode array deterctor (RP-UHPLC-PDA) and electrospray ionization ion trap mass spectrometry (ESI-IT-MS).
  • Oat-containing products by HPLC combined with triple quadrupole mass spectrometry (TQMS).

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Produits recommandés

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Rapid quantitation of avenanthramides in oat-containing products by high-performance liquid chromatography coupled with triple quadrupole mass spectrometry (HPLC-TQMS).
Xie Z, et al.
Food Chemistry, 224(9-10), 280-288 (2017)
Maria Guadalupe Quiroz Vazquez et al.
Biophysical chemistry, 263, 106391-106391 (2020-05-16)
The misfolding of protein and its assembly into amyloid fibrils with a characteristic β-sheet-rich secondary structure, cause a lot of illnesses. Polyphenols have been extensively studied as a class of amyloid inhibitors, whose effect depends on the position and number
Mass spectrometric characterisation of avenanthramides and enhancing their production by germination of oat (Avena sativa).
de Bruijn WJC, et al.
Food Chemistry, 63(9-10), 419-423 (2018)
Selective and sensitive LC-MS determination of avenanthramides in oats.
Jastrebova J, et al.
Chromatographia, 63(9-10), 419-423 (2006)
Oswaldo Hernandez-Hernandez et al.
Food chemistry, 343, 128408-128408 (2020-11-08)
From a mutagenized oat population, produced by ethyl methanesulfonate mutagenesis, hulled grains from 17 lines with elevated avenanthramide (AVN) content were selected and their AVN structures, concentrations and antioxidant potentials were determined by HPLC-MS2 and HPLC equipped with an on-line

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