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

Details

• Internal ID: fb40dc1c-c1f5-4a48-8800-3d4d07e9bc6d
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aS)-8-[4-[[(1S)-7-hydroxy-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenoxy]-1,2,3,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-9-ol
• InChI: InChI=1S/C39H44N2O8/c1-40-14-12-22-17-31(44-3)30(42)19-25(22)28(40)16-21-8-10-23(11-9-21)49-36-27-18-29-33-24(13-15-41(29)2)37(46-5)39(48-7)38(47-6)34(33)26(27)20-32(45-4)35(36)43/h8-11,17,19-20,28-29,42-43H,12-16,18H2,1-7H3/t28-,29-/m0/s1
• InChI Key: NSUCANVLELVCPO-VMPREFPWSA-N
• Popularity: 3 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	+	0.5972	59.72%
Caco-2	-	0.7523	75.23%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6006	60.06%
OATP2B1 inhibitior	-	0.5602	56.02%
OATP1B1 inhibitior	+	0.8695	86.95%
OATP1B3 inhibitior	+	0.9275	92.75%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9903	99.03%
P-glycoprotein inhibitior	+	0.8861	88.61%
P-glycoprotein substrate	+	0.6309	63.09%
CYP3A4 substrate	+	0.7416	74.16%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7818	78.18%
CYP3A4 inhibition	-	0.9406	94.06%
CYP2C9 inhibition	-	0.9648	96.48%
CYP2C19 inhibition	-	0.9470	94.70%
CYP2D6 inhibition	-	0.8632	86.32%
CYP1A2 inhibition	-	0.8551	85.51%
CYP2C8 inhibition	+	0.7936	79.36%
CYP inhibitory promiscuity	-	0.9397	93.97%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6597	65.97%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9214	92.14%
Skin irritation	-	0.7914	79.14%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8183	81.83%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8992	89.92%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.9372	93.72%
Acute Oral Toxicity (c)	III	0.7223	72.23%
Estrogen receptor binding	+	0.8035	80.35%
Androgen receptor binding	+	0.7168	71.68%
Thyroid receptor binding	+	0.5830	58.30%
Glucocorticoid receptor binding	+	0.7937	79.37%
Aromatase binding	+	0.6933	69.33%
PPAR gamma	+	0.7512	75.12%
Honey bee toxicity	-	0.7834	78.34%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8442	84.42%

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	99.57%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	98.49%	95.62%
CHEMBL2581	P07339	Cathepsin D	97.62%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.62%	85.14%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	97.62%	91.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.30%	91.11%
CHEMBL2056	P21728	Dopamine D1 receptor	96.90%	91.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	96.73%	95.89%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	96.51%	95.34%
CHEMBL4208	P20618	Proteasome component C5	95.51%	90.00%
CHEMBL5747	Q92793	CREB-binding protein	94.63%	95.12%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.63%	95.89%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	93.06%	92.68%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.38%	99.17%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.89%	91.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.66%	94.00%
CHEMBL2535	P11166	Glucose transporter	91.66%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.22%	86.33%
CHEMBL261	P00915	Carbonic anhydrase I	91.19%	96.76%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	90.29%	95.53%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.23%	95.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.16%	92.62%
CHEMBL3474	P14555	Phospholipase A2 group IIA	88.61%	94.05%
CHEMBL3438	Q05513	Protein kinase C zeta	87.87%	88.48%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.41%	94.45%
CHEMBL2243	O00519	Anandamide amidohydrolase	87.32%	97.53%
CHEMBL1951	P21397	Monoamine oxidase A	86.97%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.49%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.15%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.51%	93.65%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.86%	95.78%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.64%	82.38%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.81%	90.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.14%	92.94%
CHEMBL3820	P35557	Hexokinase type IV	83.02%	91.96%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.96%	97.25%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	81.66%	95.70%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.48%	96.25%

Plants that contains it

• Thalictrum cultratum
• Thalictrum faberi

Cross-Links

• PubChem: 10484580
• LOTUS: LTS0002118
• wikiData: Q104403079