(6aS)-8-[4-[[(1S)-6-hydroxy-7-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenoxy]-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-3,9-diol

Details

• Internal ID: 18e31618-884c-457c-b489-c3134b1ed238
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aS)-8-[4-[[(1S)-6-hydroxy-7-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenoxy]-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-3,9-diol
• SMILES (Canonical): CN1CCC2=C3C1CC4=C(C(=C(C=C4C3=C(C(=C2O)OC)OC)OC)O)OC5=CC=C(C=C5)CC6C7=CC(=C(C=C7CCN6C)O)OC
• SMILES (Isomeric): CN1CCC2=C3[C@@H]1CC4=C(C(=C(C=C4C3=C(C(=C2O)OC)OC)OC)O)OC5=CC=C(C=C5)C[C@H]6C7=CC(=C(C=C7CCN6C)O)OC
• InChI: InChI=1S/C38H42N2O8/c1-39-13-11-21-16-29(41)30(44-3)18-24(21)27(39)15-20-7-9-22(10-8-20)48-36-26-17-28-32-23(12-14-40(28)2)34(42)38(47-6)37(46-5)33(32)25(26)19-31(45-4)35(36)43/h7-10,16,18-19,27-28,41-43H,11-15,17H2,1-6H3/t27-,28-/m0/s1
• InChI Key: YQVMBBVXIUERPW-NSOVKSMOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₂N₂O₈
• Molecular Weight: 654.70 g/mol
• Exact Mass: 654.29411630 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 6.15
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7714	77.14%
Caco-2	-	0.7775	77.75%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5855	58.55%
OATP2B1 inhibitior	-	0.5615	56.15%
OATP1B1 inhibitior	+	0.8577	85.77%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9850	98.50%
P-glycoprotein inhibitior	+	0.8793	87.93%
P-glycoprotein substrate	+	0.5892	58.92%
CYP3A4 substrate	+	0.7413	74.13%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7818	78.18%
CYP3A4 inhibition	-	0.9404	94.04%
CYP2C9 inhibition	-	0.9396	93.96%
CYP2C19 inhibition	-	0.9462	94.62%
CYP2D6 inhibition	-	0.7933	79.33%
CYP1A2 inhibition	-	0.8439	84.39%
CYP2C8 inhibition	+	0.8123	81.23%
CYP inhibitory promiscuity	-	0.9645	96.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9214	92.14%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8479	84.79%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9026	90.26%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9242	92.42%
Acute Oral Toxicity (c)	III	0.7043	70.43%
Estrogen receptor binding	+	0.8078	80.78%
Androgen receptor binding	+	0.7247	72.47%
Thyroid receptor binding	+	0.5828	58.28%
Glucocorticoid receptor binding	+	0.7818	78.18%
Aromatase binding	+	0.6940	69.40%
PPAR gamma	+	0.7135	71.35%
Honey bee toxicity	-	0.7834	78.34%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.8482	84.82%

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	99.59%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	98.42%	95.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	98.24%	91.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.54%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.87%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	96.30%	95.89%
CHEMBL2056	P21728	Dopamine D1 receptor	96.16%	91.00%
CHEMBL4208	P20618	Proteasome component C5	95.99%	90.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	95.81%	95.34%
CHEMBL5747	Q92793	CREB-binding protein	95.62%	95.12%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.12%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	95.06%	91.49%
CHEMBL2535	P11166	Glucose transporter	94.15%	98.75%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	93.99%	92.68%
CHEMBL261	P00915	Carbonic anhydrase I	93.94%	96.76%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	93.39%	91.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.41%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.66%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.88%	86.33%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	90.33%	95.53%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.44%	92.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.49%	95.17%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	88.30%	95.70%
CHEMBL3474	P14555	Phospholipase A2 group IIA	87.88%	94.05%
CHEMBL3438	Q05513	Protein kinase C zeta	87.71%	88.48%
CHEMBL2243	O00519	Anandamide amidohydrolase	87.49%	97.53%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.28%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	86.15%	83.82%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.02%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.00%	95.78%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.64%	82.38%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	83.77%	83.14%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.64%	90.95%
CHEMBL3820	P35557	Hexokinase type IV	82.49%	91.96%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.06%	92.94%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	81.59%	96.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.54%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.19%	90.71%

Plants that contains it

• Thalictrum faberi

Cross-Links

• PubChem: 10532331
• LOTUS: LTS0266212
• wikiData: Q105352611