6,7-Dimethoxy-1-[(4-methoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinolin-5-ol

Details

• Internal ID: 5d2027be-81f4-47b5-a487-ddecb8022223
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 6,7-dimethoxy-1-[(4-methoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinolin-5-ol
• SMILES (Canonical): COC1=CC=C(C=C1)CC2C3=CC(=C(C(=C3CCN2)O)OC)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)CC2C3=CC(=C(C(=C3CCN2)O)OC)OC
• InChI: InChI=1S/C19H23NO4/c1-22-13-6-4-12(5-7-13)10-16-15-11-17(23-2)19(24-3)18(21)14(15)8-9-20-16/h4-7,11,16,20-21H,8-10H2,1-3H3
• InChI Key: SQMUQBYKHDACDD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₃NO₄
• Molecular Weight: 329.40 g/mol
• Exact Mass: 329.16270821 g/mol
• Topological Polar Surface Area (TPSA): 60.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 6,7-dimethoxy-1-[(4-methoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinolin-5-ol
• 78416-89-4
• 5-Isoquinolinol, 1,2,3,4-tetrahydro-6,7-dimethoxy-1-((4-methoxyphenyl)methyl)-
• DTXSID30999756
• CHEBI:174437

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9498	94.98%
Caco-2	+	0.7069	70.69%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5314	53.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9102	91.02%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6254	62.54%
P-glycoprotein inhibitior	+	0.6102	61.02%
P-glycoprotein substrate	-	0.5232	52.32%
CYP3A4 substrate	+	0.6122	61.22%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	+	0.7728	77.28%
CYP3A4 inhibition	-	0.8262	82.62%
CYP2C9 inhibition	-	0.8828	88.28%
CYP2C19 inhibition	-	0.8221	82.21%
CYP2D6 inhibition	+	0.6638	66.38%
CYP1A2 inhibition	+	0.6269	62.69%
CYP2C8 inhibition	+	0.8353	83.53%
CYP inhibitory promiscuity	-	0.8861	88.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7496	74.96%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9872	98.72%
Skin irritation	-	0.7106	71.06%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8862	88.62%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.8069	80.69%
skin sensitisation	-	0.8769	87.69%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9444	94.44%
Acute Oral Toxicity (c)	III	0.5396	53.96%
Estrogen receptor binding	+	0.7530	75.30%
Androgen receptor binding	+	0.5548	55.48%
Thyroid receptor binding	+	0.8202	82.02%
Glucocorticoid receptor binding	+	0.5837	58.37%
Aromatase binding	-	0.5126	51.26%
PPAR gamma	+	0.6371	63.71%
Honey bee toxicity	-	0.9118	91.18%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5751	57.51%
Fish aquatic toxicity	-	0.5470	54.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.24%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.28%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.26%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.76%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.41%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.06%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.76%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.46%	95.89%
CHEMBL4208	P20618	Proteasome component C5	89.47%	90.00%
CHEMBL2535	P11166	Glucose transporter	89.41%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.39%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.35%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.16%	98.95%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.23%	92.68%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.14%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.69%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.36%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.45%	95.89%
CHEMBL3438	Q05513	Protein kinase C zeta	82.40%	88.48%
CHEMBL3820	P35557	Hexokinase type IV	80.60%	91.96%

Plants that contains it

• Xylopia parviflora

Cross-Links

• PubChem: 157209
• LOTUS: LTS0229498
• wikiData: Q82993012