Nororientaline

Details

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Internal ID a8a88177-095d-4009-8d8d-84766ff5aef2
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
IUPAC Name 1-[(4-hydroxy-3-methoxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol
SMILES (Canonical) COC1=C(C=C2C(NCCC2=C1)CC3=CC(=C(C=C3)O)OC)O
SMILES (Isomeric) COC1=C(C=C2C(NCCC2=C1)CC3=CC(=C(C=C3)O)OC)O
InChI InChI=1S/C18H21NO4/c1-22-17-8-11(3-4-15(17)20)7-14-13-10-16(21)18(23-2)9-12(13)5-6-19-14/h3-4,8-10,14,19-21H,5-7H2,1-2H3
InChI Key WQTCGADWPORGNB-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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SCHEMBL14692132
CHEBI:17048
WQTCGADWPORGNB-UHFFFAOYSA-N
1-[(4-hydroxy-3-methoxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol
C05317
Q27102188
1-(4-Hydroxy-3-methoxybenzyl)-6-methoxy-1,2,3,4-tetrahydro-7-isoquinolinol #
1-(4-hydroxy-3-methoxybenzyl)-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol

2D Structure

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2D Structure of Nororientaline

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 + 0.5274 52.74%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6677 66.77%
OATP2B1 inhibitior - 0.8546 85.46%
OATP1B1 inhibitior + 0.9447 94.47%
OATP1B3 inhibitior + 0.9494 94.94%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.7390 73.90%
P-glycoprotein inhibitior - 0.7795 77.95%
P-glycoprotein substrate + 0.5369 53.69%
CYP3A4 substrate + 0.5441 54.41%
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 + 0.6781 67.81%
CYP inhibitory promiscuity - 0.7126 71.26%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7598 75.98%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.8106 81.06%
Skin irritation - 0.6823 68.23%
Skin corrosion - 0.9204 92.04%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6707 67.07%
Micronuclear - 0.5000 50.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8814 88.14%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.9306 93.06%
Acute Oral Toxicity (c) III 0.5560 55.60%
Estrogen receptor binding + 0.7925 79.25%
Androgen receptor binding - 0.7261 72.61%
Thyroid receptor binding + 0.7572 75.72%
Glucocorticoid receptor binding + 0.5856 58.56%
Aromatase binding + 0.5464 54.64%
PPAR gamma + 0.6768 67.68%
Honey bee toxicity - 0.8913 89.13%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5551 55.51%
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 98.66% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.45% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.61% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.82% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.22% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.99% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.96% 95.89%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.91% 93.99%
CHEMBL2535 P11166 Glucose transporter 87.01% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.73% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.48% 92.62%
CHEMBL213 P08588 Beta-1 adrenergic receptor 86.29% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.27% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.21% 92.94%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.82% 96.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.71% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.23% 97.25%
CHEMBL3438 Q05513 Protein kinase C zeta 80.27% 88.48%

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.
Argemone polyanthemos
Erythrina variegata

Cross-Links

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PubChem 440632
LOTUS LTS0059727
wikiData Q27102188