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Avenanthramide A (Standard)

CAT: 0804-HY-114977RSize: 1 EachDry Ice: NoHazardous: No
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Description
Avenanthramide A (Standard) is the analytical standard of Avenanthramide A. This product is intended for research and analytical applications. Avenanthramide A is a phytoalexin, which can be found in oats (Avena sativa L.) . Avenanthramide A targets the RNA helicase DDX3, leads to mitochondrial swelling and increased ROS production, and induces apoptosis in CRC cells. Avenanthramide A exhibits antitumor efficacy in mouse model. Avenanthramide A orally active[1].
CAS Number
108605-70-5
UNSPSC
12352005
Target
Apoptosis; Reactive Oxygen Species (ROS) ; Reference Standards
Type
Reference Standards
Related Pathways
Apoptosis; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB; Others
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/avenanthramide-a-standard.html
Smiles
O=C(C1=CC(O)=CC=C1NC(/C=C/C2=CC=C(C=C2)O)=O)O
Molecular Formula
C16H13NO5
Molecular Weight
299.28
References & Citations
[1]Fu R, et al., Avenanthramide A triggers potent ROS-mediated anti-tumor effects in colorectal cancer by directly targeting DDX3. Cell Death Dis. 2019 Aug 7;10 (8) :593.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Avenanthramide A

Avenanthramide A is a hydroxycinnamic acid. It is a conjugate acid of an avenanthramide A(1-).

CAS Number108605-70-5
PubChem CID5281157
IUPAC Name5-hydroxy-2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]amino]benzoic acid
Molecular FormulaC16H13NO5
Molecular Weight299.28
XLogP2.6
Topological Polar Surface Area107
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Heavy Atom Count22
Formal Charge0
Complexity428
SMILES
C1=CC(=CC=C1/C=C/C(=O)NC2=C(C=C(C=C2)O)C(=O)O)O
InChI
InChI=1S/C16H13NO5/c18-11-4-1-10(2-5-11)3-8-15(20)17-14-7-6-12(19)9-13(14)16(21)22/h1-9,18-19H,(H,17,20)(H,21,22)/b8-3+
InChIKey
QGUMNWHANDITDB-FPYGCLRLSA-N
Chemical Structure
2D Structure
2D structure of Avenanthramide A
CAS: 108605-70-5
CID: 5281157
Formula: C16H13NO5
MW: 299.28
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight299.28
XLogP32.6
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass299.07937252
Monoisotopic Mass299.07937252
Topological Polar Surface Area107 Ų
Heavy Atom Count22
Formal Charge0
Complexity428
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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