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11-Hydroxy-2,3,9,10-tetramethoxy-5,6,13,13a-tetrahydroisoquinolino[2,1-b]isoquinolin-8-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID a8ad9f1d-8390-45ff-b728-75f72e22ddcf
Taxonomy Alkaloids and derivatives > Protoberberine alkaloids and derivatives
IUPAC Name 11-hydroxy-2,3,9,10-tetramethoxy-5,6,13,13a-tetrahydroisoquinolino[2,1-b]isoquinolin-8-one
SMILES (Canonical) COC1=C(C=C2C3CC4=CC(=C(C(=C4C(=O)N3CCC2=C1)OC)OC)O)OC
SMILES (Isomeric) COC1=C(C=C2C3CC4=CC(=C(C(=C4C(=O)N3CCC2=C1)OC)OC)O)OC
InChI InChI=1S/C21H23NO6/c1-25-16-9-11-5-6-22-14(13(11)10-17(16)26-2)7-12-8-15(23)19(27-3)20(28-4)18(12)21(22)24/h8-10,14,23H,5-7H2,1-4H3
InChI Key DIVIAERXGKYILW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H23NO6
Molecular Weight 385.40 g/mol
Exact Mass 385.15253745 g/mol
Topological Polar Surface Area (TPSA) 77.50 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.72
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 11-Hydroxy-2,3,9,10-tetramethoxy-5,6,13,13a-tetrahydroisoquinolino[2,1-b]isoquinolin-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8253 82.53%
Caco-2 + 0.8003 80.03%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8608 86.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9112 91.12%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.5572 55.72%
BSEP inhibitior - 0.6801 68.01%
P-glycoprotein inhibitior - 0.5119 51.19%
P-glycoprotein substrate - 0.6779 67.79%
CYP3A4 substrate + 0.6160 61.60%
CYP2C9 substrate - 0.7891 78.91%
CYP2D6 substrate - 0.7688 76.88%
CYP3A4 inhibition - 0.8469 84.69%
CYP2C9 inhibition - 0.9546 95.46%
CYP2C19 inhibition - 0.8483 84.83%
CYP2D6 inhibition - 0.8480 84.80%
CYP1A2 inhibition + 0.6696 66.96%
CYP2C8 inhibition - 0.7214 72.14%
CYP inhibitory promiscuity - 0.8332 83.32%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6714 67.14%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.8884 88.84%
Skin irritation - 0.7960 79.60%
Skin corrosion - 0.9591 95.91%
Ames mutagenesis - 0.6391 63.91%
Human Ether-a-go-go-Related Gene inhibition - 0.5127 51.27%
Micronuclear + 0.6300 63.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.9162 91.62%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7211 72.11%
Acute Oral Toxicity (c) III 0.6118 61.18%
Estrogen receptor binding + 0.8541 85.41%
Androgen receptor binding - 0.5995 59.95%
Thyroid receptor binding + 0.6293 62.93%
Glucocorticoid receptor binding + 0.7674 76.74%
Aromatase binding - 0.6656 66.56%
PPAR gamma - 0.5591 55.91%
Honey bee toxicity - 0.8769 87.69%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5751 57.51%
Fish aquatic toxicity + 0.6848 68.48%

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
CHEMBL217 P14416 Dopamine D2 receptor 98.41% 95.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.27% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.39% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.95% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.59% 98.95%
CHEMBL2056 P21728 Dopamine D1 receptor 92.45% 91.00%
CHEMBL1902 P62942 FK506-binding protein 1A 92.38% 97.05%
CHEMBL261 P00915 Carbonic anhydrase I 91.50% 96.76%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.47% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.78% 93.40%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.74% 86.33%
CHEMBL2535 P11166 Glucose transporter 90.21% 98.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.88% 93.99%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.13% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.00% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.96% 90.71%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.43% 97.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.23% 95.89%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 86.12% 91.79%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 85.38% 96.86%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.38% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.27% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.28% 96.95%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.69% 82.38%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.34% 91.03%
CHEMBL4208 P20618 Proteasome component C5 82.06% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.89% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.74% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.10% 94.00%

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.
There are no matching plants.

Cross-Links

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PubChem 44606417
LOTUS LTS0211084
wikiData Q104981701