3-Ethyl-7-hydroxy-4,8-dimethoxyquinolin-2-one

Details

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Internal ID 6239a577-74f3-48a2-a7ee-f90f4a28dab7
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroxyquinolones
IUPAC Name 3-ethyl-7-hydroxy-4,8-dimethoxy-1H-quinolin-2-one
SMILES (Canonical) CCC1=C(C2=C(C(=C(C=C2)O)OC)NC1=O)OC
SMILES (Isomeric) CCC1=C(C2=C(C(=C(C=C2)O)OC)NC1=O)OC
InChI InChI=1S/C13H15NO4/c1-4-7-11(17-2)8-5-6-9(15)12(18-3)10(8)14-13(7)16/h5-6,15H,4H2,1-3H3,(H,14,16)
InChI Key RYVHAUGLXQMZCK-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C13H15NO4
Molecular Weight 249.26 g/mol
Exact Mass 249.10010796 g/mol
Topological Polar Surface Area (TPSA) 67.80 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.81
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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3-ethyl-7-hydroxy-4,8-dimethoxyquinolin-2-one

2D Structure

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2D Structure of 3-Ethyl-7-hydroxy-4,8-dimethoxyquinolin-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9274 92.74%
Caco-2 + 0.5610 56.10%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.5130 51.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9175 91.75%
OATP1B3 inhibitior + 0.9267 92.67%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.8515 85.15%
P-glycoprotein inhibitior - 0.9587 95.87%
P-glycoprotein substrate - 0.8605 86.05%
CYP3A4 substrate - 0.5972 59.72%
CYP2C9 substrate - 0.7659 76.59%
CYP2D6 substrate - 0.8464 84.64%
CYP3A4 inhibition - 0.7401 74.01%
CYP2C9 inhibition - 0.7940 79.40%
CYP2C19 inhibition - 0.6089 60.89%
CYP2D6 inhibition - 0.8942 89.42%
CYP1A2 inhibition + 0.7382 73.82%
CYP2C8 inhibition - 0.8003 80.03%
CYP inhibitory promiscuity + 0.6127 61.27%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6812 68.12%
Eye corrosion - 0.9923 99.23%
Eye irritation + 0.7087 70.87%
Skin irritation - 0.8501 85.01%
Skin corrosion - 0.9587 95.87%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5288 52.88%
Micronuclear + 0.7459 74.59%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.9035 90.35%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7283 72.83%
Acute Oral Toxicity (c) III 0.6096 60.96%
Estrogen receptor binding + 0.8270 82.70%
Androgen receptor binding + 0.6159 61.59%
Thyroid receptor binding + 0.5603 56.03%
Glucocorticoid receptor binding + 0.6784 67.84%
Aromatase binding + 0.6521 65.21%
PPAR gamma - 0.5248 52.48%
Honey bee toxicity - 0.9332 93.32%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity - 0.6034 60.34%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.09% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.58% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.25% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 90.66% 94.75%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.43% 86.92%
CHEMBL2535 P11166 Glucose transporter 90.21% 98.75%
CHEMBL2581 P07339 Cathepsin D 89.79% 98.95%
CHEMBL213 P08588 Beta-1 adrenergic receptor 88.99% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.63% 96.09%
CHEMBL255 P29275 Adenosine A2b receptor 87.09% 98.59%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.70% 93.99%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 84.30% 92.68%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.57% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.75% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.92% 86.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.31% 97.28%
CHEMBL2292 Q13627 Dual-specificity tyrosine-phosphorylation regulated kinase 1A 80.06% 93.24%

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.
Haplophyllum acutifolium

Cross-Links

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PubChem 20975239
LOTUS LTS0265382
wikiData Q105248156