Avenanthramide L

Details

Top
Internal ID ef0a6e9b-5e49-4977-864b-1c24d3fd5272
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Acylaminobenzoic acid and derivatives
IUPAC Name 5-hydroxy-2-[[(2E,4E)-5-(4-hydroxyphenyl)penta-2,4-dienoyl]amino]benzoic acid
SMILES (Canonical) C1=CC(=CC=C1C=CC=CC(=O)NC2=C(C=C(C=C2)O)C(=O)O)O
SMILES (Isomeric) C1=CC(=CC=C1/C=C/C=C/C(=O)NC2=C(C=C(C=C2)O)C(=O)O)O
InChI InChI=1S/C18H15NO5/c20-13-7-5-12(6-8-13)3-1-2-4-17(22)19-16-10-9-14(21)11-15(16)18(23)24/h1-11,20-21H,(H,19,22)(H,23,24)/b3-1+,4-2+
InChI Key FRNDILDQFSAXAR-ZPUQHVIOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C18H15NO5
Molecular Weight 325.30 g/mol
Exact Mass 325.09502258 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.00
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

Top
CHEBI:175146
DTXSID401127813
5-Hydroxy-2-[[(2E,4E)-5-(4-hydroxyphenyl)-1-oxo-2,4-pentadien-1-yl]amino]benzoic acid
5-hydroxy-2-[[(2E,4E)-5-(4-hydroxyphenyl)penta-2,4-dienoyl]amino]benzoic acid
172549-38-1

2D Structure

Top
2D Structure of Avenanthramide L

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8522 85.22%
Caco-2 - 0.8257 82.57%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7230 72.30%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.8800 88.00%
OATP1B3 inhibitior + 0.9396 93.96%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9338 93.38%
BSEP inhibitior + 0.6867 68.67%
P-glycoprotein inhibitior - 0.9007 90.07%
P-glycoprotein substrate - 0.8507 85.07%
CYP3A4 substrate - 0.6249 62.49%
CYP2C9 substrate - 0.6076 60.76%
CYP2D6 substrate - 0.8816 88.16%
CYP3A4 inhibition - 0.7771 77.71%
CYP2C9 inhibition - 0.8494 84.94%
CYP2C19 inhibition - 0.8628 86.28%
CYP2D6 inhibition - 0.9511 95.11%
CYP1A2 inhibition - 0.8081 80.81%
CYP2C8 inhibition + 0.7010 70.10%
CYP inhibitory promiscuity - 0.8439 84.39%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7432 74.32%
Carcinogenicity (trinary) Non-required 0.5996 59.96%
Eye corrosion - 0.9960 99.60%
Eye irritation - 0.6146 61.46%
Skin irritation - 0.7750 77.50%
Skin corrosion - 0.9860 98.60%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8513 85.13%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.5476 54.76%
skin sensitisation - 0.8207 82.07%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.6053 60.53%
Acute Oral Toxicity (c) III 0.5953 59.53%
Estrogen receptor binding + 0.8422 84.22%
Androgen receptor binding + 0.9607 96.07%
Thyroid receptor binding + 0.6309 63.09%
Glucocorticoid receptor binding + 0.8588 85.88%
Aromatase binding + 0.6611 66.11%
PPAR gamma + 0.8203 82.03%
Honey bee toxicity - 0.9207 92.07%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.9901 99.01%

Targets

Top

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 93.72% 91.11%
CHEMBL3194 P02766 Transthyretin 92.49% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.98% 95.56%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 89.29% 81.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.85% 86.33%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 86.82% 87.67%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.18% 99.17%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 84.62% 94.42%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.98% 95.50%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 83.50% 80.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.87% 93.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.22% 96.00%
CHEMBL2581 P07339 Cathepsin D 80.89% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.21% 89.00%

Plants that contains it

Top
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

Top
PubChem 101688490
LOTUS LTS0142963
wikiData Q76810029