1-[(3-Hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methylisoquinolin-2-ium-7-ol

Details

• Internal ID: 5b457c3e-4666-4e9c-8a82-78e84c8df52b
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methylisoquinolin-2-ium-7-ol
• InChI: InChI=1S/C19H19NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-7,9-11H,8H2,1-3H3,(H-,21,22)/p+1
• InChI Key: ORYCPXSZBZKGHA-UHFFFAOYSA-O
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀NO₄+
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.13923312 g/mol
• Topological Polar Surface Area (TPSA): 62.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5211	52.11%
Caco-2	+	0.8883	88.83%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Nucleus	0.8732	87.32%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9181	91.81%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4590	45.90%
P-glycoprotein inhibitior	-	0.5722	57.22%
P-glycoprotein substrate	-	0.5880	58.80%
CYP3A4 substrate	+	0.5154	51.54%
CYP2C9 substrate	-	0.8169	81.69%
CYP2D6 substrate	+	0.3688	36.88%
CYP3A4 inhibition	-	0.8845	88.45%
CYP2C9 inhibition	-	0.8781	87.81%
CYP2C19 inhibition	-	0.7690	76.90%
CYP2D6 inhibition	+	0.7701	77.01%
CYP1A2 inhibition	+	0.5516	55.16%
CYP2C8 inhibition	+	0.7516	75.16%
CYP inhibitory promiscuity	-	0.5080	50.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9510	95.10%
Carcinogenicity (trinary)	Non-required	0.5507	55.07%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8294	82.94%
Skin irritation	-	0.7902	79.02%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4246	42.46%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5552	55.52%
skin sensitisation	-	0.9125	91.25%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8131	81.31%
Acute Oral Toxicity (c)	III	0.6173	61.73%
Estrogen receptor binding	+	0.9213	92.13%
Androgen receptor binding	+	0.7054	70.54%
Thyroid receptor binding	+	0.7919	79.19%
Glucocorticoid receptor binding	+	0.8094	80.94%
Aromatase binding	+	0.7170	71.70%
PPAR gamma	+	0.8069	80.69%
Honey bee toxicity	-	0.8354	83.54%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6551	65.51%
Fish aquatic toxicity	-	0.3784	37.84%

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	95.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.48%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.44%	96.95%
CHEMBL1951	P21397	Monoamine oxidase A	92.57%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.48%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	91.26%	90.20%
CHEMBL2535	P11166	Glucose transporter	91.02%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.92%	94.00%
CHEMBL2581	P07339	Cathepsin D	90.77%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.91%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.13%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.83%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.47%	92.62%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.43%	97.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.48%	95.89%

Plants that contains it

• Stephania cephalantha

Cross-Links

• PubChem: 10741066
• LOTUS: LTS0170961
• wikiData: Q105198584