1-[(3-Hydroxy-4-methoxyphenyl)methyl]-7-methoxy-1,2,3,4-tetrahydroisoquinolin-6-ol

Details

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Internal ID b917dc1f-3dd8-491c-9427-1b849bc48e17
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
IUPAC Name 1-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methoxy-1,2,3,4-tetrahydroisoquinolin-6-ol
SMILES (Canonical) COC1=C(C=C(C=C1)CC2C3=CC(=C(C=C3CCN2)O)OC)O
SMILES (Isomeric) COC1=C(C=C(C=C1)CC2C3=CC(=C(C=C3CCN2)O)OC)O
InChI InChI=1S/C18H21NO4/c1-22-17-4-3-11(8-15(17)20)7-14-13-10-18(23-2)16(21)9-12(13)5-6-19-14/h3-4,8-10,14,19-21H,5-7H2,1-2H3
InChI Key IZAGEUPZVNIFBT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C18H21NO4
Molecular Weight 315.40 g/mol
Exact Mass 315.14705815 g/mol
Topological Polar Surface Area (TPSA) 71.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.54
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(3-Hydroxy-4-methoxyphenyl)methyl]-7-methoxy-1,2,3,4-tetrahydroisoquinolin-6-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9523 95.23%
Caco-2 + 0.6171 61.71%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6677 66.77%
OATP2B1 inhibitior - 0.8558 85.58%
OATP1B1 inhibitior + 0.9339 93.39%
OATP1B3 inhibitior + 0.9494 94.94%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.4583 45.83%
P-glycoprotein inhibitior - 0.6949 69.49%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.5667 56.67%
CYP2C9 substrate - 0.6360 63.60%
CYP2D6 substrate + 0.7728 77.28%
CYP3A4 inhibition - 0.7596 75.96%
CYP2C9 inhibition - 0.9004 90.04%
CYP2C19 inhibition - 0.7278 72.78%
CYP2D6 inhibition + 0.7111 71.11%
CYP1A2 inhibition + 0.5211 52.11%
CYP2C8 inhibition + 0.6797 67.97%
CYP inhibitory promiscuity - 0.7126 71.26%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7598 75.98%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.7841 78.41%
Skin irritation - 0.6823 68.23%
Skin corrosion - 0.9204 92.04%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7218 72.18%
Micronuclear - 0.5000 50.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.8814 88.14%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.9101 91.01%
Acute Oral Toxicity (c) III 0.5560 55.60%
Estrogen receptor binding + 0.7476 74.76%
Androgen receptor binding - 0.7558 75.58%
Thyroid receptor binding + 0.7930 79.30%
Glucocorticoid receptor binding + 0.5709 57.09%
Aromatase binding + 0.5319 53.19%
PPAR gamma + 0.6679 66.79%
Honey bee toxicity - 0.8665 86.65%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5451 54.51%
Fish aquatic toxicity - 0.5613 56.13%

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 98.96% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.61% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.73% 91.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.77% 93.99%
CHEMBL2581 P07339 Cathepsin D 91.36% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.86% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.58% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.25% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.98% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.19% 94.00%
CHEMBL2535 P11166 Glucose transporter 87.48% 98.75%
CHEMBL213 P08588 Beta-1 adrenergic receptor 86.78% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.28% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.99% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.23% 92.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.09% 85.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.28% 92.94%

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.
Erythrina variegata

Cross-Links

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PubChem 21817720
LOTUS LTS0031241
wikiData Q105123085