(6aS)-8-[4-[[(1S)-5-hydroxy-6,7-dimethoxy-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]quinolin-9-ol

Details

• Internal ID: fef9cd59-8cc8-4a32-9bb1-3a35b66ce599
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aS)-8-[4-[[(1S)-5-hydroxy-6,7-dimethoxy-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]quinolin-9-ol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1CC4=C(C(=C(C=C43)OC)O)OC5=CC=C(C=C5)CC6C7=CC(=C(C(=C7CCN6C)O)OC)OC)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=C(C(=C(C=C43)OC)O)OC5=CC=C(C=C5)C[C@H]6C7=CC(=C(C(=C7CCN6C)O)OC)OC)OC)OC
• InChI: InChI=1S/C39H44N2O8/c1-40-15-13-24-25(19-32(46-5)39(48-7)35(24)42)28(40)16-21-8-10-23(11-9-21)49-37-27-18-29-33-22(12-14-41(29)2)17-31(45-4)38(47-6)34(33)26(27)20-30(44-3)36(37)43/h8-11,17,19-20,28-29,42-43H,12-16,18H2,1-7H3/t28-,29-/m0/s1
• InChI Key: OCQIGPWTTUGDSS-VMPREFPWSA-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

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	-	0.7555	75.55%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5855	58.55%
OATP2B1 inhibitior	+	0.5758	57.58%
OATP1B1 inhibitior	+	0.8723	87.23%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9902	99.02%
P-glycoprotein inhibitior	+	0.8912	89.12%
P-glycoprotein substrate	+	0.5739	57.39%
CYP3A4 substrate	+	0.7380	73.80%
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	+	0.8105	81.05%
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	-	0.9251	92.51%
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	+	0.8484	84.84%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9026	90.26%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9212	92.12%
Acute Oral Toxicity (c)	III	0.7043	70.43%
Estrogen receptor binding	+	0.7946	79.46%
Androgen receptor binding	+	0.7179	71.79%
Thyroid receptor binding	+	0.5882	58.82%
Glucocorticoid receptor binding	+	0.7704	77.04%
Aromatase binding	+	0.6697	66.97%
PPAR gamma	+	0.7341	73.41%
Honey bee toxicity	-	0.7939	79.39%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
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	99.48%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.57%	85.14%
CHEMBL217	P14416	Dopamine D2 receptor	98.02%	95.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.26%	91.11%
CHEMBL5747	Q92793	CREB-binding protein	97.01%	95.12%
CHEMBL2581	P07339	Cathepsin D	96.37%	98.95%
CHEMBL2056	P21728	Dopamine D1 receptor	95.64%	91.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	95.63%	95.89%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	95.44%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.85%	95.89%
CHEMBL4208	P20618	Proteasome component C5	94.37%	90.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	94.10%	92.68%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.53%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	93.31%	91.49%
CHEMBL2535	P11166	Glucose transporter	92.15%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.99%	94.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	91.76%	95.34%
CHEMBL261	P00915	Carbonic anhydrase I	90.41%	96.76%
CHEMBL3438	Q05513	Protein kinase C zeta	90.05%	88.48%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.05%	91.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.72%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.01%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.99%	95.56%
CHEMBL3474	P14555	Phospholipase A2 group IIA	87.60%	94.05%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	87.28%	95.53%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.00%	82.38%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.58%	95.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.75%	95.78%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	85.61%	95.70%
CHEMBL2243	O00519	Anandamide amidohydrolase	85.09%	97.53%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	84.52%	96.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.95%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.51%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.22%	97.09%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	82.02%	90.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.80%	92.94%
CHEMBL3820	P35557	Hexokinase type IV	81.35%	91.96%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.86%	97.31%

Plants that contains it

• Thalictrum faberi

Cross-Links

• PubChem: 10699628
• LOTUS: LTS0184369
• wikiData: Q105189512