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2,10-Dihydroxy-3,9,11-trimethoxy-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 543389fb-08c7-4cb2-b6e1-5e536409cd36
Taxonomy Alkaloids and derivatives > Protoberberine alkaloids and derivatives
IUPAC Name 2,10-dihydroxy-3,9,11-trimethoxy-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)O)OC)O
SMILES (Isomeric) COC1=C(C=C2C3CC4=CC(=C(C(=C4C(=O)N3CCC2=C1)OC)O)OC)O
InChI InChI=1S/C20H21NO6/c1-25-15-7-10-4-5-21-13(12(10)9-14(15)22)6-11-8-16(26-2)18(23)19(27-3)17(11)20(21)24/h7-9,13,22-23H,4-6H2,1-3H3
InChI Key VJKLBWMPXONGIG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H21NO6
Molecular Weight 371.40 g/mol
Exact Mass 371.13688739 g/mol
Topological Polar Surface Area (TPSA) 88.50 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.42
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2,10-Dihydroxy-3,9,11-trimethoxy-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 + 0.8506 85.06%
Caco-2 + 0.7279 72.79%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8627 86.27%
OATP2B1 inhibitior - 0.8620 86.20%
OATP1B1 inhibitior + 0.9158 91.58%
OATP1B3 inhibitior + 0.9443 94.43%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.6471 64.71%
P-glycoprotein inhibitior - 0.6978 69.78%
P-glycoprotein substrate - 0.6192 61.92%
CYP3A4 substrate + 0.6183 61.83%
CYP2C9 substrate - 0.7891 78.91%
CYP2D6 substrate - 0.7688 76.88%
CYP3A4 inhibition - 0.8496 84.96%
CYP2C9 inhibition - 0.9482 94.82%
CYP2C19 inhibition - 0.8266 82.66%
CYP2D6 inhibition - 0.8082 80.82%
CYP1A2 inhibition + 0.6312 63.12%
CYP2C8 inhibition - 0.6771 67.71%
CYP inhibitory promiscuity - 0.8527 85.27%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6717 67.17%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.8011 80.11%
Skin irritation - 0.8098 80.98%
Skin corrosion - 0.9604 96.04%
Ames mutagenesis - 0.6791 67.91%
Human Ether-a-go-go-Related Gene inhibition - 0.8320 83.20%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.7324 73.24%
skin sensitisation - 0.9140 91.40%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.8424 84.24%
Acute Oral Toxicity (c) III 0.6407 64.07%
Estrogen receptor binding + 0.7376 73.76%
Androgen receptor binding - 0.5598 55.98%
Thyroid receptor binding + 0.6537 65.37%
Glucocorticoid receptor binding + 0.8573 85.73%
Aromatase binding - 0.6406 64.06%
PPAR gamma + 0.7339 73.39%
Honey bee toxicity - 0.8743 87.43%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5151 51.51%
Fish aquatic toxicity + 0.6685 66.85%

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 98.56% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.32% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.19% 85.14%
CHEMBL217 P14416 Dopamine D2 receptor 97.78% 95.62%
CHEMBL2581 P07339 Cathepsin D 96.58% 98.95%
CHEMBL2056 P21728 Dopamine D1 receptor 94.44% 91.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.64% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.40% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.36% 86.33%
CHEMBL1902 P62942 FK506-binding protein 1A 91.09% 97.05%
CHEMBL1951 P21397 Monoamine oxidase A 89.07% 91.49%
CHEMBL261 P00915 Carbonic anhydrase I 87.56% 96.76%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.46% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.96% 95.89%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.78% 93.40%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.59% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.34% 89.00%
CHEMBL2535 P11166 Glucose transporter 83.56% 98.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.31% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.88% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.36% 99.17%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.36% 82.38%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 82.36% 95.64%
CHEMBL4208 P20618 Proteasome component C5 82.04% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.34% 91.19%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.43% 91.03%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 44606418
LOTUS LTS0116467
wikiData Q105287322