7-Isoquinolinol, 1,2,3,4-tetrahydro-1-((5-hydroxy-4-methoxy-2-((5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-4H-dibenzo(de,g)quinolin-9-yl)oxy)phenyl)methyl)-6-methoxy-2-methyl-, (S-(R*,R*))-

Details

• Internal ID: e25e3e1a-003f-4dbb-86ab-d7b5740b90d7
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (1S)-1-[[2-[[(6aS)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-9-yl]oxy]-5-hydroxy-4-methoxyphenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)OC)OC5=CC(=C(C=C5CC6C7=CC(=C(C=C7CCN6C)OC)O)O)OC)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=CC(=C(C=C43)OC)OC5=CC(=C(C=C5C[C@H]6C7=CC(=C(C=C7CCN6C)OC)O)O)OC)OC)OC
• InChI: InChI=1S/C39H44N2O8/c1-40-10-8-21-15-32(44-3)30(43)18-25(21)27(40)13-24-14-29(42)33(45-4)20-31(24)49-35-17-23-12-28-37-22(9-11-41(28)2)16-36(47-6)39(48-7)38(37)26(23)19-34(35)46-5/h14-20,27-28,42-43H,8-13H2,1-7H3/t27-,28-/m0/s1
• InChI Key: YUHPJUJTENZURH-NSOVKSMOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₄N₂O₈
• Molecular Weight: 668.80 g/mol
• Exact Mass: 668.30976637 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.46
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

• 7-Isoquinolinol, 1,2,3,4-tetrahydro-1-((5-hydroxy-4-methoxy-2-((5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-4H-dibenzo(de,g)quinolin-9-yl)oxy)phenyl)methyl)-6-methoxy-2-methyl-, (S-(R*,R*))-
• Thalipine
• DTXSID10211807
• (S-(R*,R*))-1,2,3,4-Tetrahydro-1-((5-hydroxy-4-methoxy-2-((5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-4H-dibenzo(de,g)quinolin-9-yl)oxy)phenyl)methyl)-6-methoxy-2-methyl-7-isoquinolinol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6742	67.42%
Caco-2	-	0.7145	71.45%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6081	60.81%
OATP2B1 inhibitior	-	0.5705	57.05%
OATP1B1 inhibitior	+	0.8795	87.95%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9938	99.38%
P-glycoprotein inhibitior	+	0.9019	90.19%
P-glycoprotein substrate	-	0.8457	84.57%
CYP3A4 substrate	+	0.6986	69.86%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7818	78.18%
CYP3A4 inhibition	-	0.9536	95.36%
CYP2C9 inhibition	-	0.9588	95.88%
CYP2C19 inhibition	-	0.9543	95.43%
CYP2D6 inhibition	-	0.8413	84.13%
CYP1A2 inhibition	-	0.8331	83.31%
CYP2C8 inhibition	+	0.6705	67.05%
CYP inhibitory promiscuity	-	0.9417	94.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6647	66.47%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9201	92.01%
Skin irritation	-	0.7834	78.34%
Skin corrosion	-	0.9484	94.84%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8326	83.26%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6824	68.24%
skin sensitisation	-	0.9010	90.10%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7746	77.46%
Acute Oral Toxicity (c)	III	0.7431	74.31%
Estrogen receptor binding	+	0.8159	81.59%
Androgen receptor binding	+	0.7030	70.30%
Thyroid receptor binding	+	0.6123	61.23%
Glucocorticoid receptor binding	+	0.8293	82.93%
Aromatase binding	+	0.7090	70.90%
PPAR gamma	+	0.7079	70.79%
Honey bee toxicity	-	0.8075	80.75%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8288	82.88%

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	99.43%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.45%	85.14%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	98.17%	91.79%
CHEMBL217	P14416	Dopamine D2 receptor	98.00%	95.62%
CHEMBL2056	P21728	Dopamine D1 receptor	95.41%	91.00%
CHEMBL2581	P07339	Cathepsin D	94.79%	98.95%
CHEMBL3438	Q05513	Protein kinase C zeta	91.96%	88.48%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.90%	89.62%
CHEMBL261	P00915	Carbonic anhydrase I	91.61%	96.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.59%	91.11%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.21%	91.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.63%	99.17%
CHEMBL2535	P11166	Glucose transporter	89.43%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.39%	93.99%
CHEMBL4208	P20618	Proteasome component C5	89.03%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.01%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.52%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.53%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.43%	86.33%
CHEMBL5747	Q92793	CREB-binding protein	86.41%	95.12%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.27%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.15%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.90%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.53%	93.03%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	81.22%	95.34%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.37%	96.25%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.21%	89.50%

Plants that contains it

• Thalictrum foetidum
• Thalictrum revolutum

Cross-Links

• PubChem: 3085252
• LOTUS: LTS0203876
• wikiData: Q83086787