Dioncophyllinol B

Details

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Internal ID 88414d69-dbed-49b2-aab0-8c9e1834bde2
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
IUPAC Name (1R,3R,4R)-7-(1-hydroxy-8-methoxy-6-methylnaphthalen-2-yl)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-4,8-diol
SMILES (Canonical) CC1C(C2=C(C(N1)C)C(=C(C=C2)C3=C(C4=C(C=C3)C=C(C=C4OC)C)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H](C2=C([C@H](N1)C)C(=C(C=C2)C3=C(C4=C(C=C3)C=C(C=C4OC)C)O)O)O
InChI InChI=1S/C23H25NO4/c1-11-9-14-5-6-15(23(27)20(14)18(10-11)28-4)16-7-8-17-19(22(16)26)12(2)24-13(3)21(17)25/h5-10,12-13,21,24-27H,1-4H3/t12-,13-,21+/m1/s1
InChI Key NNCITNDNYQWFCU-ZNLKAECVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H25NO4
Molecular Weight 379.40 g/mol
Exact Mass 379.17835828 g/mol
Topological Polar Surface Area (TPSA) 82.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 4.32
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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C12341
AC1L9F60
CHEBI:31506
(1R,3R,4R)-7-(1-hydroxy-8-methoxy-6-methylnaphthalen-2-yl)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-4,8-diol
Q27114338
(1R,3R,4R)-7-(1-hydroxy-8-methoxy-6-methyl-2-naphthyl)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-4,8-diol

2D Structure

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2D Structure of Dioncophyllinol B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9306 93.06%
Caco-2 + 0.5494 54.94%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.6311 63.11%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.8481 84.81%
OATP1B3 inhibitior + 0.9580 95.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7785 77.85%
P-glycoprotein inhibitior - 0.5339 53.39%
P-glycoprotein substrate - 0.5301 53.01%
CYP3A4 substrate + 0.5852 58.52%
CYP2C9 substrate - 0.8204 82.04%
CYP2D6 substrate + 0.6683 66.83%
CYP3A4 inhibition - 0.5106 51.06%
CYP2C9 inhibition - 0.5645 56.45%
CYP2C19 inhibition + 0.5357 53.57%
CYP2D6 inhibition + 0.5881 58.81%
CYP1A2 inhibition - 0.6672 66.72%
CYP2C8 inhibition + 0.8022 80.22%
CYP inhibitory promiscuity + 0.6086 60.86%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9110 91.10%
Carcinogenicity (trinary) Non-required 0.6438 64.38%
Eye corrosion - 0.9944 99.44%
Eye irritation - 0.9202 92.02%
Skin irritation - 0.8718 87.18%
Skin corrosion - 0.9257 92.57%
Ames mutagenesis + 0.5863 58.63%
Human Ether-a-go-go-Related Gene inhibition - 0.4004 40.04%
Micronuclear + 0.7500 75.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.9315 93.15%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.9282 92.82%
Acute Oral Toxicity (c) III 0.6610 66.10%
Estrogen receptor binding + 0.7280 72.80%
Androgen receptor binding + 0.7106 71.06%
Thyroid receptor binding + 0.7942 79.42%
Glucocorticoid receptor binding + 0.7316 73.16%
Aromatase binding + 0.7475 74.75%
PPAR gamma + 0.6288 62.88%
Honey bee toxicity - 0.8510 85.10%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity - 0.4924 49.24%

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 95.43% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.19% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.80% 98.95%
CHEMBL213 P08588 Beta-1 adrenergic receptor 91.46% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 90.23% 91.49%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.71% 89.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.80% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.38% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.70% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.13% 99.17%
CHEMBL1907 P15144 Aminopeptidase N 84.88% 93.31%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.37% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.65% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.16% 89.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.70% 93.03%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 82.61% 91.79%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.43% 99.15%
CHEMBL2535 P11166 Glucose transporter 82.20% 98.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.18% 90.71%
CHEMBL2056 P21728 Dopamine D1 receptor 81.64% 91.00%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 81.11% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.62% 95.89%

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.
Triphyophyllum peltatum

Cross-Links

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PubChem 443775
LOTUS LTS0169475
wikiData Q27114338