Avenanthramide K

Details

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Internal ID 82ce2f52-406a-4f61-be3a-c5b9c1f3e6dc
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]-4-hydroxybenzoic acid
SMILES (Canonical) C1=CC(=C(C=C1C=CC(=O)NC2=C(C=CC(=C2)O)C(=O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1/C=C/C(=O)NC2=C(C=CC(=C2)O)C(=O)O)O)O
InChI InChI=1S/C16H13NO6/c18-10-3-4-11(16(22)23)12(8-10)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 OSILFOKGSJBVLY-QHHAFSJGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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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
Atomic LogP (AlogP) 2.15
H-Bond Acceptor 5
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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SCHEMBL9973849
DTXSID501341832

2D Structure

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2D Structure of Avenanthramide K

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6693 66.93%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.5784 57.84%
OATP2B1 inhibitior - 0.7042 70.42%
OATP1B1 inhibitior + 0.9506 95.06%
OATP1B3 inhibitior + 0.9494 94.94%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9088 90.88%
BSEP inhibitior - 0.6374 63.74%
P-glycoprotein inhibitior - 0.9420 94.20%
P-glycoprotein substrate - 0.8918 89.18%
CYP3A4 substrate - 0.6376 63.76%
CYP2C9 substrate - 0.6068 60.68%
CYP2D6 substrate - 0.8796 87.96%
CYP3A4 inhibition - 0.7770 77.70%
CYP2C9 inhibition - 0.9222 92.22%
CYP2C19 inhibition - 0.9149 91.49%
CYP2D6 inhibition - 0.9553 95.53%
CYP1A2 inhibition - 0.8444 84.44%
CYP2C8 inhibition + 0.8024 80.24%
CYP inhibitory promiscuity - 0.9004 90.04%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.7884 78.84%
Carcinogenicity (trinary) Non-required 0.6257 62.57%
Eye corrosion - 0.9954 99.54%
Eye irritation + 0.6521 65.21%
Skin irritation - 0.7605 76.05%
Skin corrosion - 0.9755 97.55%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7074 70.74%
Micronuclear + 0.7400 74.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.7641 76.41%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.5644 56.44%
Acute Oral Toxicity (c) III 0.5727 57.27%
Estrogen receptor binding + 0.8620 86.20%
Androgen receptor binding + 0.9071 90.71%
Thyroid receptor binding - 0.5412 54.12%
Glucocorticoid receptor binding + 0.8451 84.51%
Aromatase binding + 0.7335 73.35%
PPAR gamma + 0.7739 77.39%
Honey bee toxicity - 0.8831 88.31%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.8200 82.00%
Fish aquatic toxicity + 0.9887 98.87%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 98.18% 91.11%
CHEMBL3194 P02766 Transthyretin 96.48% 90.71%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 92.39% 81.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.84% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.53% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.53% 97.36%
CHEMBL2568 P06737 Liver glycogen phosphorylase 87.04% 96.92%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.91% 99.15%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.53% 95.50%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 84.77% 94.42%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.19% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.72% 99.17%
CHEMBL4208 P20618 Proteasome component C5 83.70% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.98% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.12% 90.71%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 81.45% 87.67%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.98% 94.62%
CHEMBL2581 P07339 Cathepsin D 80.34% 98.95%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Avena sativa

Cross-Links

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PubChem 10018570
LOTUS LTS0086422
wikiData Q105198938