ent-dioncophylleine A

Details

Top
Internal ID 8485eb83-fa24-46a9-a198-b6ef0fc2a45c
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
IUPAC Name 7-(5-hydroxy-4-methoxy-2-methylnaphthalen-1-yl)-1,3-dimethylisoquinolin-8-ol
SMILES (Canonical) CC1=CC(=C2C(=C1C3=C(C4=C(C=C3)C=C(N=C4C)C)O)C=CC=C2O)OC
SMILES (Isomeric) CC1=CC(=C2C(=C1C3=C(C4=C(C=C3)C=C(N=C4C)C)O)C=CC=C2O)OC
InChI InChI=1S/C23H21NO3/c1-12-10-19(27-4)22-16(6-5-7-18(22)25)20(12)17-9-8-15-11-13(2)24-14(3)21(15)23(17)26/h5-11,25-26H,1-4H3
InChI Key LUHDTHRODISRMN-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H21NO3
Molecular Weight 359.40 g/mol
Exact Mass 359.15214353 g/mol
Topological Polar Surface Area (TPSA) 62.60 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.40
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
CHEMBL222221

2D Structure

Top
2D Structure of ent-dioncophylleine A

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9931 99.31%
Caco-2 + 0.7385 73.85%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.8472 84.72%
OATP2B1 inhibitior - 0.7132 71.32%
OATP1B1 inhibitior + 0.8820 88.20%
OATP1B3 inhibitior + 0.9620 96.20%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8399 83.99%
P-glycoprotein inhibitior - 0.4811 48.11%
P-glycoprotein substrate - 0.5919 59.19%
CYP3A4 substrate + 0.6365 63.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7503 75.03%
CYP3A4 inhibition - 0.6782 67.82%
CYP2C9 inhibition - 0.6675 66.75%
CYP2C19 inhibition + 0.8278 82.78%
CYP2D6 inhibition - 0.5378 53.78%
CYP1A2 inhibition + 0.6784 67.84%
CYP2C8 inhibition + 0.8511 85.11%
CYP inhibitory promiscuity + 0.7134 71.34%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5357 53.57%
Eye corrosion - 0.9938 99.38%
Eye irritation + 0.6384 63.84%
Skin irritation - 0.8609 86.09%
Skin corrosion - 0.9692 96.92%
Ames mutagenesis + 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6506 65.06%
Micronuclear + 0.6500 65.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.9486 94.86%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.6993 69.93%
Acute Oral Toxicity (c) III 0.5593 55.93%
Estrogen receptor binding + 0.8819 88.19%
Androgen receptor binding + 0.7656 76.56%
Thyroid receptor binding + 0.8222 82.22%
Glucocorticoid receptor binding + 0.8485 84.85%
Aromatase binding + 0.8088 80.88%
PPAR gamma + 0.7900 79.00%
Honey bee toxicity - 0.9504 95.04%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.6900 69.00%
Fish aquatic toxicity - 0.5153 51.53%

Targets

Top

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
CHEMBL1951 P21397 Monoamine oxidase A 97.95% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.07% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.32% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.03% 94.00%
CHEMBL2581 P07339 Cathepsin D 94.47% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.99% 99.15%
CHEMBL2535 P11166 Glucose transporter 93.15% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.86% 86.33%
CHEMBL1255126 O15151 Protein Mdm4 90.24% 90.20%
CHEMBL1907 P15144 Aminopeptidase N 89.04% 93.31%
CHEMBL2056 P21728 Dopamine D1 receptor 88.64% 91.00%
CHEMBL3401 O75469 Pregnane X receptor 87.99% 94.73%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 86.22% 96.67%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.01% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.90% 99.23%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.81% 97.21%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 85.29% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.29% 95.50%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 85.02% 93.65%
CHEMBL1937 Q92769 Histone deacetylase 2 83.88% 94.75%
CHEMBL3085 P43003 Excitatory amino acid transporter 1 83.73% 94.67%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.04% 96.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.77% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.85% 89.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.40% 100.00%

Plants that contains it

Top
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.
Ancistrocladus benomensis

Cross-Links

Top
PubChem 135497074
LOTUS LTS0047919
wikiData Q105157429