7-Hydroxy-2,2,6-trimethyl-3,4-dihydropyrano[3,2-c]quinolin-5-one

Details

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Internal ID 49bd5211-40bb-4c17-b9b1-ead2d7164a42
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Pyranoquinolines
IUPAC Name 7-hydroxy-2,2,6-trimethyl-3,4-dihydropyrano[3,2-c]quinolin-5-one
SMILES (Canonical) CC1(CCC2=C(O1)C3=C(C(=CC=C3)O)N(C2=O)C)C
SMILES (Isomeric) CC1(CCC2=C(O1)C3=C(C(=CC=C3)O)N(C2=O)C)C
InChI InChI=1S/C15H17NO3/c1-15(2)8-7-10-13(19-15)9-5-4-6-11(17)12(9)16(3)14(10)18/h4-6,17H,7-8H2,1-3H3
InChI Key YZSPELTXGMXCGU-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C15H17NO3
Molecular Weight 259.30 g/mol
Exact Mass 259.12084340 g/mol
Topological Polar Surface Area (TPSA) 49.80 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.35
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-Hydroxy-2,2,6-trimethyl-3,4-dihydropyrano[3,2-c]quinolin-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9207 92.07%
Caco-2 + 0.8302 83.02%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.5898 58.98%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9266 92.66%
OATP1B3 inhibitior + 0.9532 95.32%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.8912 89.12%
P-glycoprotein inhibitior - 0.9425 94.25%
P-glycoprotein substrate - 0.8782 87.82%
CYP3A4 substrate + 0.6526 65.26%
CYP2C9 substrate - 0.6048 60.48%
CYP2D6 substrate - 0.8168 81.68%
CYP3A4 inhibition - 0.8767 87.67%
CYP2C9 inhibition - 0.8542 85.42%
CYP2C19 inhibition - 0.5841 58.41%
CYP2D6 inhibition - 0.8750 87.50%
CYP1A2 inhibition + 0.7924 79.24%
CYP2C8 inhibition - 0.8404 84.04%
CYP inhibitory promiscuity - 0.8817 88.17%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5893 58.93%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.6472 64.72%
Skin irritation - 0.8128 81.28%
Skin corrosion - 0.9257 92.57%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4821 48.21%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.5594 55.94%
skin sensitisation - 0.8472 84.72%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7993 79.93%
Acute Oral Toxicity (c) III 0.6963 69.63%
Estrogen receptor binding + 0.8492 84.92%
Androgen receptor binding + 0.5478 54.78%
Thyroid receptor binding + 0.6355 63.55%
Glucocorticoid receptor binding + 0.6141 61.41%
Aromatase binding - 0.6713 67.13%
PPAR gamma + 0.7095 70.95%
Honey bee toxicity - 0.9044 90.44%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity - 0.4823 48.23%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 98.02% 95.56%
CHEMBL2581 P07339 Cathepsin D 97.76% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 96.81% 93.99%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.56% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.78% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 95.12% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.90% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.67% 99.23%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.31% 93.40%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.79% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.78% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.11% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 83.48% 94.73%
CHEMBL1937 Q92769 Histone deacetylase 2 81.83% 94.75%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.78% 90.08%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.00% 94.45%

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.
Ravenia spectabilis

Cross-Links

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PubChem 162894429
LOTUS LTS0196119
wikiData Q105369444