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Avenanthramid C

analytical standard

Synonym(e):

2-{[(2E)-3-(3,4-Dihydroxy-phenyl)-1-oxo-2-propenyl]-amino}-5-hydroxy-benzoesäure, N-[3′,4′-Dihydroxy-(E)-cinnamoyl]-5-hydroxy-anthranilsäure, Avenanthramid Bc

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About This Item

Empirische Formel (Hill-System):
C16H13NO6
CAS-Nummer:
116764-15-9
Molekulargewicht:
315.28
Beilstein:
3624543
MDL-Nummer:
MFCD23380831
UNSPSC-Code:
85151701
PubChem Substanz-ID:
329755350
NACRES:
NA.24

Qualität

analytical standard

Qualitätsniveau

100

Assay

≥98.0% (GC)

Haltbarkeit

limited shelf life, expiry date on the label

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

Format

neat

Lagertemp.

2-8°C

SMILES String

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+

InChIKey

IDUUXROOZBOOPH-QHHAFSJGSA-N

Allgemeine Beschreibung

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

Anwendung

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.

Empfohlene Produkte

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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

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Analysenzertifikate (COA)

Lot/Batch Number
BCCG3097
BCCD9269
BCCC2578
BCBZ9658
BCBW6358

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Die Dokumentenbibliothek aufrufen

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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