1,7-Dihydroxy-10-methyl-9(10H)-acridinone

Details

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Internal ID f25a6e54-1acb-41c0-b25f-ec2d8fa406a7
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines > Acridones
IUPAC Name 1,7-dihydroxy-10-methylacridin-9-one
SMILES (Canonical) CN1C2=C(C(=CC=C2)O)C(=O)C3=C1C=CC(=C3)O
SMILES (Isomeric) CN1C2=C(C(=CC=C2)O)C(=O)C3=C1C=CC(=C3)O
InChI InChI=1S/C14H11NO3/c1-15-10-6-5-8(16)7-9(10)14(18)13-11(15)3-2-4-12(13)17/h2-7,16-17H,1H3
InChI Key WCDLZUUUNWEJTA-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C14H11NO3
Molecular Weight 241.24 g/mol
Exact Mass 241.07389321 g/mol
Topological Polar Surface Area (TPSA) 60.80 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.10
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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1,7-Dihydroxy-10-methyl-9(10H)-acridinone

2D Structure

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2D Structure of 1,7-Dihydroxy-10-methyl-9(10H)-acridinone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9792 97.92%
Caco-2 + 0.8802 88.02%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.7628 76.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9417 94.17%
OATP1B3 inhibitior + 0.9698 96.98%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.7182 71.82%
P-glycoprotein inhibitior - 0.9114 91.14%
P-glycoprotein substrate - 0.5606 56.06%
CYP3A4 substrate - 0.5163 51.63%
CYP2C9 substrate - 0.6273 62.73%
CYP2D6 substrate - 0.8658 86.58%
CYP3A4 inhibition - 0.7953 79.53%
CYP2C9 inhibition - 0.9583 95.83%
CYP2C19 inhibition - 0.8820 88.20%
CYP2D6 inhibition - 0.9405 94.05%
CYP1A2 inhibition + 0.7591 75.91%
CYP2C8 inhibition - 0.8119 81.19%
CYP inhibitory promiscuity - 0.7713 77.13%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Warning 0.4311 43.11%
Eye corrosion - 0.9912 99.12%
Eye irritation + 0.8580 85.80%
Skin irritation - 0.7777 77.77%
Skin corrosion - 0.9673 96.73%
Ames mutagenesis + 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8340 83.40%
Micronuclear + 0.8000 80.00%
Hepatotoxicity + 0.7679 76.79%
skin sensitisation - 0.9255 92.55%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.5929 59.29%
Acute Oral Toxicity (c) III 0.6091 60.91%
Estrogen receptor binding + 0.7300 73.00%
Androgen receptor binding + 0.7811 78.11%
Thyroid receptor binding + 0.7692 76.92%
Glucocorticoid receptor binding + 0.8738 87.38%
Aromatase binding + 0.6050 60.50%
PPAR gamma + 0.6252 62.52%
Honey bee toxicity - 0.9604 96.04%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity - 0.7499 74.99%

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 98.01% 95.56%
CHEMBL2581 P07339 Cathepsin D 97.82% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 94.89% 91.49%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.83% 93.99%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.24% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 91.17% 94.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.26% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.80% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.39% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.08% 99.23%
CHEMBL2535 P11166 Glucose transporter 86.71% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 85.42% 94.73%
CHEMBL1899 P46098 Serotonin 3a (5-HT3a) receptor 84.66% 100.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.64% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.42% 94.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.53% 93.40%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.18% 93.65%

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.
Boenninghausenia albiflora

Cross-Links

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PubChem 13857934
LOTUS LTS0004125
wikiData Q105301310