(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]quinoline-3,9-diol

Details

• Internal ID: ba93e699-f5cc-41f2-a02a-1d0ee3fe85bd
• 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]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)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)OC
• InChI: InChI=1S/C39H44N2O9/c1-40-14-12-22-24(18-30(46-4)37(47-5)33(22)42)27(40)16-20-8-10-21(11-9-20)50-36-26-17-28-31-23(13-15-41(28)2)34(43)39(49-7)38(48-6)32(31)25(26)19-29(45-3)35(36)44/h8-11,18-19,27-28,42-44H,12-17H2,1-7H3/t27-,28-/m0/s1
• InChI Key: FFYNASFFQZNXIU-NSOVKSMOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₄N₂O₉
• Molecular Weight: 684.80 g/mol
• Exact Mass: 684.30468099 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 6.16
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• 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	-	0.7750	77.50%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5855	58.55%
OATP2B1 inhibitior	-	0.5626	56.26%
OATP1B1 inhibitior	+	0.8463	84.63%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9873	98.73%
P-glycoprotein inhibitior	+	0.8610	86.10%
P-glycoprotein substrate	+	0.6104	61.04%
CYP3A4 substrate	+	0.7310	73.10%
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	+	0.8419	84.19%
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	-	0.9189	91.89%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8542	85.42%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9026	90.26%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9198	91.98%
Acute Oral Toxicity (c)	III	0.7043	70.43%
Estrogen receptor binding	+	0.8139	81.39%
Androgen receptor binding	+	0.7235	72.35%
Thyroid receptor binding	+	0.5841	58.41%
Glucocorticoid receptor binding	+	0.7752	77.52%
Aromatase binding	+	0.7087	70.87%
PPAR gamma	+	0.7091	70.91%
Honey bee toxicity	-	0.8044	80.44%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
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	99.40%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.53%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.97%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.48%	91.11%
CHEMBL5747	Q92793	CREB-binding protein	96.46%	95.12%
CHEMBL4208	P20618	Proteasome component C5	96.42%	90.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	96.20%	92.68%
CHEMBL217	P14416	Dopamine D2 receptor	95.91%	95.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	95.03%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.77%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.16%	95.89%
CHEMBL2535	P11166	Glucose transporter	93.76%	98.75%
CHEMBL2056	P21728	Dopamine D1 receptor	92.63%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.25%	99.17%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	90.96%	95.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.22%	94.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	90.02%	95.53%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.84%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.68%	95.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.24%	91.03%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.09%	95.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.34%	92.62%
CHEMBL3438	Q05513	Protein kinase C zeta	87.76%	88.48%
CHEMBL3474	P14555	Phospholipase A2 group IIA	87.37%	94.05%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.79%	82.38%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.60%	97.53%
CHEMBL261	P00915	Carbonic anhydrase I	84.39%	96.76%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.58%	90.24%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.64%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.47%	99.15%
CHEMBL3820	P35557	Hexokinase type IV	81.29%	91.96%
CHEMBL1951	P21397	Monoamine oxidase A	80.00%	91.49%

Plants that contains it

• Thalictrum faberi

Cross-Links

• PubChem: 10723258
• LOTUS: LTS0266049
• wikiData: Q104994737