1,8-Dihydroxyacridin-9(10H)-one

Details

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Internal ID 4c5ddad0-0c6f-4ae4-8133-93439b23eb2b
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines > Acridones
IUPAC Name 1,8-dihydroxy-10H-acridin-9-one
SMILES (Canonical) C1=CC2=C(C(=C1)O)C(=O)C3=C(N2)C=CC=C3O
SMILES (Isomeric) C1=CC2=C(C(=C1)O)C(=O)C3=C(N2)C=CC=C3O
InChI InChI=1S/C13H9NO3/c15-9-5-1-3-7-11(9)13(17)12-8(14-7)4-2-6-10(12)16/h1-6,15-16H,(H,14,17)
InChI Key YSFCIRSZESBNPJ-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C13H9NO3
Molecular Weight 227.21 g/mol
Exact Mass 227.058243149 g/mol
Topological Polar Surface Area (TPSA) 69.60 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.09
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 0

Synonyms

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151077-55-3
CHEMBL1210530
DTXSID20678806

2D Structure

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2D Structure of 1,8-Dihydroxyacridin-9(10H)-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9949 99.49%
Caco-2 + 0.5153 51.53%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.6857 68.57%
Subcellular localzation Mitochondria 0.6248 62.48%
OATP2B1 inhibitior - 0.8628 86.28%
OATP1B1 inhibitior + 0.9612 96.12%
OATP1B3 inhibitior + 0.9623 96.23%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.8166 81.66%
P-glycoprotein inhibitior - 0.8925 89.25%
P-glycoprotein substrate - 0.9741 97.41%
CYP3A4 substrate - 0.6864 68.64%
CYP2C9 substrate - 0.7979 79.79%
CYP2D6 substrate - 0.8431 84.31%
CYP3A4 inhibition - 0.6593 65.93%
CYP2C9 inhibition - 0.9286 92.86%
CYP2C19 inhibition - 0.7617 76.17%
CYP2D6 inhibition - 0.8431 84.31%
CYP1A2 inhibition + 0.8391 83.91%
CYP2C8 inhibition - 0.9172 91.72%
CYP inhibitory promiscuity - 0.7276 72.76%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9523 95.23%
Carcinogenicity (trinary) Non-required 0.6126 61.26%
Eye corrosion - 0.9955 99.55%
Eye irritation + 0.8934 89.34%
Skin irritation - 0.7421 74.21%
Skin corrosion - 0.9817 98.17%
Ames mutagenesis + 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7835 78.35%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.7750 77.50%
skin sensitisation - 0.8671 86.71%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity + 0.6288 62.88%
Acute Oral Toxicity (c) III 0.5476 54.76%
Estrogen receptor binding + 0.8149 81.49%
Androgen receptor binding - 0.4876 48.76%
Thyroid receptor binding + 0.7506 75.06%
Glucocorticoid receptor binding + 0.9340 93.40%
Aromatase binding + 0.8699 86.99%
PPAR gamma + 0.8846 88.46%
Honey bee toxicity - 0.9769 97.69%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity - 0.7318 73.18%

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 95.53% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 94.09% 94.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.90% 93.99%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.60% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.41% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.38% 98.95%
CHEMBL2535 P11166 Glucose transporter 86.70% 98.75%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.55% 93.40%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.96% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.55% 99.23%
CHEMBL3310 Q96DB2 Histone deacetylase 11 83.78% 88.56%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 82.98% 83.10%
CHEMBL1951 P21397 Monoamine oxidase A 81.83% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.11% 94.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 80.08% 95.56%

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.
Boronia lanceolata
Quassia bidwillii

Cross-Links

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PubChem 49863128
LOTUS LTS0126460
wikiData Q82602056