4H-Dibenzo(de,g)quinoline-1,10-diol, 5,6,6a,7-tetrahydro-2-methoxy-6-methyl-11-(4-(((1S)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)-, (6aR)-

Details

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Internal ID 07274b2d-fa8f-4092-bc7d-655a9e2ccc0e
Taxonomy Alkaloids and derivatives > Aporphines
IUPAC Name (6aR)-11-[4-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenoxy]-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,10-diol
SMILES (Canonical) CN1CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)O)OC5=CC=C(C=C5)CC6C7=CC(=C(C=C7CCN6C)OC)OC)O)OC
SMILES (Isomeric) CN1CCC2=CC(=C(C3=C2[C@H]1CC4=C3C(=C(C=C4)O)OC5=CC=C(C=C5)C[C@H]6C7=CC(=C(C=C7CCN6C)OC)OC)O)OC
InChI InChI=1S/C37H40N2O6/c1-38-14-12-22-18-30(42-3)31(43-4)20-26(22)27(38)16-21-6-9-25(10-7-21)45-37-29(40)11-8-23-17-28-33-24(13-15-39(28)2)19-32(44-5)36(41)35(33)34(23)37/h6-11,18-20,27-28,40-41H,12-17H2,1-5H3/t27-,28+/m0/s1
InChI Key FLWXJOMSSUAZEP-WUFINQPMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H40N2O6
Molecular Weight 608.70 g/mol
Exact Mass 608.28863700 g/mol
Topological Polar Surface Area (TPSA) 83.90 Ų
XlogP 6.10
Atomic LogP (AlogP) 6.44
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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Kalashine
DTXSID70997756
4H-Dibenzo(de,g)quinoline-1,10-diol, 5,6,6a,7-tetrahydro-2-methoxy-6-methyl-11-(4-(((1S)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)-, (6aR)-
11-{4-[(6,7-Dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]phenoxy}-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,10-diol

2D Structure

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2D Structure of 4H-Dibenzo(de,g)quinoline-1,10-diol, 5,6,6a,7-tetrahydro-2-methoxy-6-methyl-11-(4-(((1S)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)-, (6aR)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8101 81.01%
Caco-2 - 0.7253 72.53%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6465 64.65%
OATP2B1 inhibitior - 0.7067 70.67%
OATP1B1 inhibitior + 0.8753 87.53%
OATP1B3 inhibitior + 0.9393 93.93%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.9883 98.83%
P-glycoprotein inhibitior + 0.9100 91.00%
P-glycoprotein substrate - 0.5529 55.29%
CYP3A4 substrate + 0.7209 72.09%
CYP2C9 substrate + 0.7865 78.65%
CYP2D6 substrate + 0.7818 78.18%
CYP3A4 inhibition - 0.9091 90.91%
CYP2C9 inhibition - 0.9592 95.92%
CYP2C19 inhibition - 0.9288 92.88%
CYP2D6 inhibition - 0.6302 63.02%
CYP1A2 inhibition - 0.8223 82.23%
CYP2C8 inhibition + 0.7489 74.89%
CYP inhibitory promiscuity - 0.9232 92.32%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6795 67.95%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9256 92.56%
Skin irritation - 0.7795 77.95%
Skin corrosion - 0.9497 94.97%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8080 80.80%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.8324 83.24%
skin sensitisation - 0.9025 90.25%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8861 88.61%
Acute Oral Toxicity (c) III 0.7554 75.54%
Estrogen receptor binding + 0.8118 81.18%
Androgen receptor binding + 0.7737 77.37%
Thyroid receptor binding + 0.5692 56.92%
Glucocorticoid receptor binding + 0.7773 77.73%
Aromatase binding + 0.6447 64.47%
PPAR gamma + 0.7346 73.46%
Honey bee toxicity - 0.7960 79.60%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.7300 73.00%
Fish aquatic toxicity + 0.8222 82.22%

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 99.40% 96.09%
CHEMBL217 P14416 Dopamine D2 receptor 98.41% 95.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.34% 91.11%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 97.10% 91.79%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.95% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 96.26% 91.49%
CHEMBL2581 P07339 Cathepsin D 95.57% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 95.23% 95.89%
CHEMBL261 P00915 Carbonic anhydrase I 94.98% 96.76%
CHEMBL4208 P20618 Proteasome component C5 94.76% 90.00%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 94.14% 95.34%
CHEMBL2056 P21728 Dopamine D1 receptor 93.94% 91.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.79% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.76% 95.56%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 92.54% 91.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.45% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.22% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.63% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.53% 92.62%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.32% 99.15%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.74% 93.99%
CHEMBL2535 P11166 Glucose transporter 89.97% 98.75%
CHEMBL3438 Q05513 Protein kinase C zeta 89.77% 88.48%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.75% 86.33%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 87.50% 92.68%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.11% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.11% 92.94%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.58% 95.78%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.10% 93.40%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 82.55% 90.95%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 81.01% 96.09%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 80.50% 96.25%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.43% 95.17%

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 orthobotrys

Cross-Links

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PubChem 156697
LOTUS LTS0187238
wikiData Q82990037