9-[4-[(7-hydroxy-6-methoxy-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

Details

• Internal ID: db779489-325a-4cea-b617-4d305f2e71cb
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 9-[4-[(7-hydroxy-6-methoxy-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=CC(=C(C=C43)O)OC5=CC=C(C=C5)CC6C7=CC(=C(C=C7CCN6C)OC)O)O)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)O)OC5=CC=C(C=C5)CC6C7=CC(=C(C=C7CCN6C)OC)O)O)OC
• InChI: InChI=1S/C36H38N2O6/c1-37-11-9-21-15-31(42-3)29(39)18-25(21)27(37)13-20-5-7-24(8-6-20)44-32-17-23-14-28-34-22(10-12-38(28)2)16-33(43-4)36(41)35(34)26(23)19-30(32)40/h5-8,15-19,27-28,39-41H,9-14H2,1-4H3
• InChI Key: BOIKIQGXBLVZFH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₈N₂O₆
• Molecular Weight: 594.70 g/mol
• Exact Mass: 594.27298694 g/mol
• Topological Polar Surface Area (TPSA): 94.90 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 6.14
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8101	81.01%
Caco-2	-	0.7679	76.79%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6465	64.65%
OATP2B1 inhibitior	-	0.7029	70.29%
OATP1B1 inhibitior	+	0.8663	86.63%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9691	96.91%
P-glycoprotein inhibitior	+	0.8923	89.23%
P-glycoprotein substrate	-	0.5487	54.87%
CYP3A4 substrate	+	0.7297	72.97%
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	+	0.7513	75.13%
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	-	0.9216	92.16%
Skin irritation	-	0.7795	77.95%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8174	81.74%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.8272	82.72%
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	-	0.8704	87.04%
Acute Oral Toxicity (c)	III	0.7554	75.54%
Estrogen receptor binding	+	0.8210	82.10%
Androgen receptor binding	+	0.7606	76.06%
Thyroid receptor binding	+	0.6393	63.93%
Glucocorticoid receptor binding	+	0.7716	77.16%
Aromatase binding	+	0.6300	63.00%
PPAR gamma	+	0.7418	74.18%
Honey bee toxicity	-	0.7958	79.58%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.8222	82.22%

Targets

Proven Targets:

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	99.53%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.28%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	97.25%	91.49%
CHEMBL217	P14416	Dopamine D2 receptor	96.92%	95.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.48%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.33%	91.11%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	96.02%	95.34%
CHEMBL2056	P21728	Dopamine D1 receptor	95.50%	91.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.29%	95.89%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	94.85%	91.79%
CHEMBL4208	P20618	Proteasome component C5	94.73%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.25%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.06%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.91%	94.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.62%	95.17%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.40%	91.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.24%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.64%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.49%	86.33%
CHEMBL261	P00915	Carbonic anhydrase I	89.65%	96.76%
CHEMBL2535	P11166	Glucose transporter	89.17%	98.75%
CHEMBL3438	Q05513	Protein kinase C zeta	89.13%	88.48%
CHEMBL5747	Q92793	CREB-binding protein	87.73%	95.12%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.79%	95.78%
CHEMBL3820	P35557	Hexokinase type IV	85.47%	91.96%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	84.77%	90.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.71%	97.09%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.70%	95.53%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.46%	90.24%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.11%	92.94%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.79%	96.25%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.78%	97.53%
CHEMBL1808	P12821	Angiotensin-converting enzyme	82.12%	93.39%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.64%	93.65%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.44%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.14%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.08%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.01%	90.71%

Plants that contains it

• Berberis orthobotrys

Cross-Links

• PubChem: 53462640
• LOTUS: LTS0103287
• wikiData: Q104939240