Avenanthramide C

Details

• Internal ID: 74d4a95c-5a76-4f20-9bd7-4247f83821d6
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acids > Avenanthramides
• IUPAC Name: 2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]-5-hydroxybenzoic acid
• SMILES (Canonical): C1=CC(=C(C=C1C=CC(=O)NC2=C(C=C(C=C2)O)C(=O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1/C=C/C(=O)NC2=C(C=C(C=C2)O)C(=O)O)O)O
• InChI: 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+
• InChI Key: IDUUXROOZBOOPH-QHHAFSJGSA-N
• Popularity: 79 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₃NO₆
• Molecular Weight: 315.28 g/mol
• Exact Mass: 315.07428713 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 2.10

Synonyms

• 116764-15-9
• Avenanthramide BC
• Avenanthramide 2C
• AVENANTHRAMIDEC
• 5FRF61BOYU
• Benzoic acid, 2-(((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl)amino)-5-hydroxy-
• N-(3',4'-dihydroxycinnamoyl)-5-hydroxyanthranilic acid
• 2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]-5-hydroxybenzoic acid
• UNII-5FRF61BOYU
• Avenanthramide
• Avenanthramide-c
• SCHEMBL4199523
• DTXSID60151507
• CHEBI:185306
• Avenanthramide C, analytical standard
• N-(3,4-Dihydroxycinnamoyl)-5-hydroxyanthranilic acid
• Q27262004
• N-(3,4-dihydroxy)-(e)-cinnamoyl-5-hydroxyanthranilic acid
• (E)-2-(3-(3,4-Dihydroxyphenyl)acrylamido)-5-hydroxybenzoic acid
• 2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enamido]-5-hydroxybenzoic acid
• 2-{[(2E)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}-5-hydroxybenzoic 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	97.98%	91.11%
CHEMBL3194	P02766	Transthyretin	95.56%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.84%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.88%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.69%	81.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.46%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.40%	95.50%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.22%	96.12%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.07%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.10%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.50%	94.42%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.40%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.37%	94.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.15%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.46%	90.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.43%	80.00%

Plants that contains it

• Avena sativa

Cross-Links

• PubChem: 11723200
• LOTUS: LTS0081548
• wikiData: Q27262004