6,7,8-Trimethoxy-1-[(4-methoxyphenyl)methyl]-2-methylisoquinolin-2-ium

Details

• Internal ID: 9290e8a3-fdf9-4658-ad2d-fc0354d131f0
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 6,7,8-trimethoxy-1-[(4-methoxyphenyl)methyl]-2-methylisoquinolin-2-ium
• InChI: InChI=1S/C21H24NO4/c1-22-11-10-15-13-18(24-3)20(25-4)21(26-5)19(15)17(22)12-14-6-8-16(23-2)9-7-14/h6-11,13H,12H2,1-5H3/q+1
• InChI Key: AZGCZIGARDCCNC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄NO₄+
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.17053325 g/mol
• Topological Polar Surface Area (TPSA): 40.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8378	83.78%
Caco-2	+	0.9630	96.30%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Nucleus	0.7194	71.94%
OATP2B1 inhibitior	-	0.8786	87.86%
OATP1B1 inhibitior	+	0.8867	88.67%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8617	86.17%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	-	0.6627	66.27%
CYP3A4 substrate	+	0.5353	53.53%
CYP2C9 substrate	-	0.8233	82.33%
CYP2D6 substrate	+	0.3791	37.91%
CYP3A4 inhibition	-	0.7827	78.27%
CYP2C9 inhibition	-	0.9436	94.36%
CYP2C19 inhibition	-	0.7418	74.18%
CYP2D6 inhibition	+	0.5718	57.18%
CYP1A2 inhibition	-	0.5974	59.74%
CYP2C8 inhibition	+	0.7830	78.30%
CYP inhibitory promiscuity	-	0.5158	51.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4761	47.61%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9651	96.51%
Skin irritation	-	0.8135	81.35%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8121	81.21%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.5665	56.65%
skin sensitisation	-	0.9189	91.89%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8066	80.66%
Acute Oral Toxicity (c)	III	0.6648	66.48%
Estrogen receptor binding	+	0.8978	89.78%
Androgen receptor binding	+	0.8107	81.07%
Thyroid receptor binding	+	0.8270	82.70%
Glucocorticoid receptor binding	+	0.8107	81.07%
Aromatase binding	-	0.6799	67.99%
PPAR gamma	-	0.5203	52.03%
Honey bee toxicity	-	0.8226	82.26%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.8600	86.00%
Fish aquatic toxicity	-	0.4045	40.45%

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	93.69%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.91%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.80%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.75%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.62%	95.50%
CHEMBL4208	P20618	Proteasome component C5	90.55%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.38%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.90%	96.00%
CHEMBL2535	P11166	Glucose transporter	86.56%	98.75%
CHEMBL5747	Q92793	CREB-binding protein	85.36%	95.12%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.63%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.39%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.30%	92.62%
CHEMBL3820	P35557	Hexokinase type IV	81.83%	91.96%
CHEMBL2581	P07339	Cathepsin D	80.51%	98.95%

Plants that contains it

• Thalictrum minus

Cross-Links

• PubChem: 5321605
• NPASS: NPC144695
• LOTUS: LTS0202875
• wikiData: Q105100377