Avenanthramide A

Details

• Internal ID: f0442461-4144-44ce-a680-904ad9996157
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acids > Avenanthramides
• IUPAC Name: 5-hydroxy-2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]amino]benzoic acid
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)NC2=C(C=C(C=C2)O)C(=O)O)O
• SMILES (Isomeric): 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+
• InChI Key: QGUMNWHANDITDB-FPYGCLRLSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₃NO₅
• Molecular Weight: 299.28 g/mol
• Exact Mass: 299.07937252 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.60

Synonyms

• 108605-70-5
• Avenanthramide BP
• Avenanthramide 2P
• UNII-G1I8LE060C
• G1I8LE060C
• Benzoic acid, 5-hydroxy-2-(((2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl)amino)-
• (Z)-N-Coumaroyl-5-hydroxyanthranilic acid
• Benzoic acid, 5-hydroxy-2-[[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]amino]-
• Avenalumin I
• C08472
• CHEBI:2939
• SCHEMBL4670083
• DTXSID801316626
• Avenanthramide A, analytical standard
• 5-hydroxy-2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]amino]benzoic acid
• AKOS040750647
• 5-Hydroxy-N-(4-hydroxycinnamoyl)anthranilic acid
• Q27105894
• N-(4'-hydroxy-(e)-cinnamoyl)-5-hydroxyanthranilic acid
• 5-hydroxy-2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]benzoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.53%	91.11%
CHEMBL3194	P02766	Transthyretin	93.04%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.93%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.69%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.82%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.97%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.60%	93.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.44%	96.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.82%	94.42%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	82.50%	87.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.45%	95.50%
CHEMBL2581	P07339	Cathepsin D	81.42%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.21%	89.00%
CHEMBL2568	P06737	Liver glycogen phosphorylase	81.03%	96.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.85%	94.45%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.18%	80.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.05%	96.09%

Plants that contains it

• Avena sativa

Cross-Links

• PubChem: 5281157
• LOTUS: LTS0124801
• wikiData: Q27105894