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4-[(R)-hydroxy-[(1S)-7-hydroxy-6-methoxy-8-[(6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl)oxy]-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]benzene-1,2-diol

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 0be9b3cc-b351-443c-b74b-240610554cf9
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
IUPAC Name 4-[(R)-hydroxy-[(1S)-7-hydroxy-6-methoxy-8-[(6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl)oxy]-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]benzene-1,2-diol
SMILES (Canonical) CN1CCC2=CC(=C(C=C2C1)OC3=C4C(N(CCC4=CC(=C3O)OC)C)C(C5=CC(=C(C=C5)O)O)O)OC
SMILES (Isomeric) CN1CCC2=CC(=C(C=C2C1)OC3=C4[C@H](N(CCC4=CC(=C3O)OC)C)[C@@H](C5=CC(=C(C=C5)O)O)O)OC
InChI InChI=1S/C29H34N2O7/c1-30-9-7-16-12-22(36-3)23(14-19(16)15-30)38-29-25-17(13-24(37-4)28(29)35)8-10-31(2)26(25)27(34)18-5-6-20(32)21(33)11-18/h5-6,11-14,26-27,32-35H,7-10,15H2,1-4H3/t26-,27+/m0/s1
InChI Key AYINLWLMPMZNKE-RRPNLBNLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H34N2O7
Molecular Weight 522.60 g/mol
Exact Mass 522.23660143 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.86
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[(R)-hydroxy-[(1S)-7-hydroxy-6-methoxy-8-[(6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl)oxy]-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]benzene-1,2-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5857 58.57%
Caco-2 - 0.5839 58.39%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6713 67.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9063 90.63%
OATP1B3 inhibitior + 0.9422 94.22%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9573 95.73%
P-glycoprotein inhibitior + 0.8613 86.13%
P-glycoprotein substrate + 0.7314 73.14%
CYP3A4 substrate + 0.6226 62.26%
CYP2C9 substrate - 0.6108 61.08%
CYP2D6 substrate + 0.6685 66.85%
CYP3A4 inhibition - 0.9596 95.96%
CYP2C9 inhibition - 0.9521 95.21%
CYP2C19 inhibition - 0.9280 92.80%
CYP2D6 inhibition - 0.8868 88.68%
CYP1A2 inhibition - 0.8257 82.57%
CYP2C8 inhibition + 0.4610 46.10%
CYP inhibitory promiscuity - 0.9745 97.45%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6489 64.89%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9282 92.82%
Skin irritation - 0.7647 76.47%
Skin corrosion - 0.9413 94.13%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8007 80.07%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8859 88.59%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.9795 97.95%
Acute Oral Toxicity (c) III 0.7093 70.93%
Estrogen receptor binding + 0.8325 83.25%
Androgen receptor binding + 0.6639 66.39%
Thyroid receptor binding + 0.5837 58.37%
Glucocorticoid receptor binding + 0.7824 78.24%
Aromatase binding + 0.6755 67.55%
PPAR gamma + 0.5733 57.33%
Honey bee toxicity - 0.7541 75.41%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.7919 79.19%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.28% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.75% 85.14%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 97.51% 91.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.74% 91.11%
CHEMBL4208 P20618 Proteasome component C5 95.57% 90.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 95.25% 93.99%
CHEMBL2581 P07339 Cathepsin D 94.69% 98.95%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 94.44% 91.79%
CHEMBL1951 P21397 Monoamine oxidase A 93.54% 91.49%
CHEMBL2535 P11166 Glucose transporter 92.13% 98.75%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 91.94% 92.68%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.96% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.43% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.37% 95.56%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.59% 89.62%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 88.37% 95.34%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.28% 93.40%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.34% 92.94%
CHEMBL2056 P21728 Dopamine D1 receptor 85.15% 91.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.64% 100.00%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 83.63% 95.71%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 82.15% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.07% 95.89%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 82.02% 93.65%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.08% 99.17%

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.
Berberis vulgaris

Cross-Links

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PubChem 162901580
LOTUS LTS0250600
wikiData Q104921132