Avenanthramide B

Details

• Internal ID: 4f905d16-a39b-44da-8db5-5e36d8ef4a42
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acids > Avenanthramides
• IUPAC Name: 5-hydroxy-2-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]benzoic acid
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)NC2=C(C=C(C=C2)O)C(=O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)NC2=C(C=C(C=C2)O)C(=O)O)O
• InChI: InChI=1S/C17H15NO6/c1-24-15-8-10(2-6-14(15)20)3-7-16(21)18-13-5-4-11(19)9-12(13)17(22)23/h2-9,19-20H,1H3,(H,18,21)(H,22,23)/b7-3+
• InChI Key: JXFZHMCSCYADIX-XVNBXDOJSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₅NO₆
• Molecular Weight: 329.30 g/mol
• Exact Mass: 329.08993720 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 2.50

Synonyms

• Avenanthramide 1
• Avenanthramide BF
• Avenanthramide 2F
• 108605-69-2
• UNII-F8BQ5730IL
• F8BQ5730IL
• N-feruloyl-5-hydroxyanthranilic acid
• Benzoic acid, 5-hydroxy-2-(((2E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propen-1-yl)amino)-
• (Z)-N-Feruloyl-5-hydroxyanthranilic acid
• 5-hydroxy-2-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]benzoic acid
• Benzoic acid, 5-hydroxy-2-[[(2E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propen-1-yl]amino]-
• 5-Hydroxy-2-(((2E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoyl)amino)benzoic acid
• SCHEMBL4671925
• SCHEMBL6013366
• DTXSID50148603
• CHEBI:167489
• Avenanthramide B, analytical standard
• Q27277808
• N-(4'-hydroxy-3'methoxy-(e)-cinnamoyl)-5-hydroxyanthranilic acid
• N-[4'-hydroxy-3'-methoxy-(E)-cinnamoyl]-5-hydroxyanthranilic acid
• 5-hydroxy-2-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamido]benzoic acid
• 5-hydroxy-2-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propenyl]amino}benzoic acid
• 5-hydroxy-2-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino}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	97.12%	91.11%
CHEMBL3194	P02766	Transthyretin	95.91%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.09%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.21%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.21%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.97%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.59%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.90%	95.50%
CHEMBL2535	P11166	Glucose transporter	88.42%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	88.20%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.69%	94.45%
CHEMBL4208	P20618	Proteasome component C5	84.44%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.17%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.80%	99.15%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.78%	81.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.27%	97.36%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.11%	94.42%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.62%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.12%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.09%	89.50%

Plants that contains it

• Avena sativa

Cross-Links

• PubChem: 10087955
• LOTUS: LTS0174884
• wikiData: Q104981394