11-Hydroxyascididemin

Details

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Internal ID ecb70873-bebd-4f33-92ea-d3a4fab41d48
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Pyridoacridines > Pyrido[2,3,4-kl]acridines
IUPAC Name 2,12,15-triazapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-1,3,5,7,9(21),10,12,14(19),16-nonaene-18,20-dione
SMILES (Canonical) C1=CC=C2C(=C1)C3=C4C(=NC=C3)C5=C(C(=O)C=CN5)C(=O)C4=N2
SMILES (Isomeric) C1=CC=C2C(=C1)C3=C4C(=NC=C3)C5=C(C(=O)C=CN5)C(=O)C4=N2
InChI InChI=1S/C18H9N3O2/c22-12-6-8-20-16-14(12)18(23)17-13-10(5-7-19-15(13)16)9-3-1-2-4-11(9)21-17/h1-8H,(H,20,22)
InChI Key MCTCVKDGNCPADW-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C18H9N3O2
Molecular Weight 299.30 g/mol
Exact Mass 299.069476538 g/mol
Topological Polar Surface Area (TPSA) 72.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.68
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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11-Hydroxyascididemin
11-Hydroxy ascididemin
CHEMBL122557
SCHEMBL16072070
NSC-696672
10-hydroxy-9H-quino[4,3,2-de]-1,10-phenanthrolin-9-one
9H-quino[4,3,2-de][1,10]phenanthrolin-9-one, 10-hydroxy-
InChI=1/C18H9N3O2/c22-12-6-8-20-16-14(12)18(23)17-13-10(5-7-19-15(13)16)9-3-1-2-4-11(9)21-17/h1-8H,(H,20,22

2D Structure

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2D Structure of 11-Hydroxyascididemin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.5617 56.17%
Blood Brain Barrier + 0.8879 88.79%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.8124 81.24%
OATP2B1 inhibitior - 0.8576 85.76%
OATP1B1 inhibitior + 0.9480 94.80%
OATP1B3 inhibitior + 0.9678 96.78%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6896 68.96%
P-glycoprotein inhibitior - 0.8631 86.31%
P-glycoprotein substrate - 0.8924 89.24%
CYP3A4 substrate + 0.5093 50.93%
CYP2C9 substrate - 0.8027 80.27%
CYP2D6 substrate - 0.8454 84.54%
CYP3A4 inhibition - 0.8718 87.18%
CYP2C9 inhibition - 0.8811 88.11%
CYP2C19 inhibition - 0.8073 80.73%
CYP2D6 inhibition - 0.9013 90.13%
CYP1A2 inhibition + 0.9515 95.15%
CYP2C8 inhibition + 0.7041 70.41%
CYP inhibitory promiscuity - 0.7473 74.73%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7270 72.70%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.7847 78.47%
Skin irritation - 0.8211 82.11%
Skin corrosion - 0.9734 97.34%
Ames mutagenesis + 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7087 70.87%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.9218 92.18%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.5871 58.71%
Acute Oral Toxicity (c) III 0.6846 68.46%
Estrogen receptor binding + 0.8857 88.57%
Androgen receptor binding + 0.8822 88.22%
Thyroid receptor binding + 0.6806 68.06%
Glucocorticoid receptor binding + 0.8085 80.85%
Aromatase binding + 0.8993 89.93%
PPAR gamma + 0.8570 85.70%
Honey bee toxicity - 0.8628 86.28%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity - 0.7623 76.23%

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
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.40% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.90% 99.23%
CHEMBL255 P29275 Adenosine A2b receptor 94.39% 98.59%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 93.17% 96.67%
CHEMBL1781 P11387 DNA topoisomerase I 91.52% 97.00%
CHEMBL2581 P07339 Cathepsin D 91.23% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.92% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.87% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.82% 94.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.27% 91.11%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 90.02% 96.47%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 89.98% 92.67%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.82% 93.99%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 89.29% 81.14%
CHEMBL1951 P21397 Monoamine oxidase A 89.17% 91.49%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.16% 94.62%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 82.38% 80.96%
CHEMBL1937 Q92769 Histone deacetylase 2 81.89% 94.75%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.88% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.84% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.78% 86.33%
CHEMBL3384 Q16512 Protein kinase N1 81.66% 80.71%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 81.27% 97.64%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.60% 95.83%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 80.49% 88.42%
CHEMBL3401 O75469 Pregnane X receptor 80.11% 94.73%

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.
Parasenecio petasitoides
Roldana lobata
Roldana sessilifolia

Cross-Links

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PubChem 393838
LOTUS LTS0175093
wikiData Q105378742