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4,5-Dihydroxy-6-[2-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-1,3-dihydroquinolin-2-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 58fe3c62-55b0-4729-8049-8f199706a628
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Phenylquinolines
IUPAC Name 4,5-dihydroxy-6-[2-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-1,3-dihydroquinolin-2-one
SMILES (Canonical) CC1(CCC(O1)C(C)(C)O)C=CC2=C(C3=C(C=C2)NC(=O)C(C3(C4=CC=C(C=C4)OC)O)OC)O
SMILES (Isomeric) CC1(CCC(O1)C(C)(C)O)C=CC2=C(C3=C(C=C2)NC(=O)C(C3(C4=CC=C(C=C4)OC)O)OC)O
InChI InChI=1S/C27H33NO7/c1-25(2,31)20-13-15-26(3,35-20)14-12-16-6-11-19-21(22(16)29)27(32,23(34-5)24(30)28-19)17-7-9-18(33-4)10-8-17/h6-12,14,20,23,29,31-32H,13,15H2,1-5H3,(H,28,30)
InChI Key UUEDXFOVEZEJLQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H33NO7
Molecular Weight 483.60 g/mol
Exact Mass 483.22570239 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 3.33
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4,5-Dihydroxy-6-[2-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-1,3-dihydroquinolin-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 + 0.9431 94.31%
Caco-2 - 0.7366 73.66%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5930 59.30%
OATP2B1 inhibitior - 0.8576 85.76%
OATP1B1 inhibitior + 0.8714 87.14%
OATP1B3 inhibitior + 0.9291 92.91%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7643 76.43%
BSEP inhibitior + 0.9436 94.36%
P-glycoprotein inhibitior + 0.7566 75.66%
P-glycoprotein substrate - 0.5284 52.84%
CYP3A4 substrate + 0.7313 73.13%
CYP2C9 substrate + 0.6039 60.39%
CYP2D6 substrate - 0.8006 80.06%
CYP3A4 inhibition - 0.5066 50.66%
CYP2C9 inhibition - 0.6629 66.29%
CYP2C19 inhibition - 0.6419 64.19%
CYP2D6 inhibition - 0.9027 90.27%
CYP1A2 inhibition - 0.7231 72.31%
CYP2C8 inhibition + 0.7418 74.18%
CYP inhibitory promiscuity + 0.6211 62.11%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4837 48.37%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9228 92.28%
Skin irritation - 0.7838 78.38%
Skin corrosion - 0.9257 92.57%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7946 79.46%
Micronuclear + 0.6400 64.00%
Hepatotoxicity + 0.5318 53.18%
skin sensitisation - 0.8480 84.80%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.8327 83.27%
Acute Oral Toxicity (c) III 0.5773 57.73%
Estrogen receptor binding + 0.8526 85.26%
Androgen receptor binding + 0.7329 73.29%
Thyroid receptor binding + 0.7514 75.14%
Glucocorticoid receptor binding + 0.7798 77.98%
Aromatase binding + 0.7653 76.53%
PPAR gamma + 0.7715 77.15%
Honey bee toxicity - 0.8350 83.50%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9042 90.42%

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 99.73% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.78% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.16% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.67% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 95.68% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 95.10% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.65% 96.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 93.89% 92.88%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.80% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.95% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.38% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.72% 92.94%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.29% 93.99%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.38% 91.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.13% 97.25%
CHEMBL3820 P35557 Hexokinase type IV 84.97% 91.96%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.95% 91.07%
CHEMBL2581 P07339 Cathepsin D 83.02% 98.95%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.94% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.64% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.55% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.00% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.96% 89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 73173219
LOTUS LTS0251827
wikiData Q105279263