3-methoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,11-diol

Details

• Internal ID: fee607d3-fdd3-4920-b7f6-b97f59d8bb58
• Taxonomy: Alkaloids and derivatives > Protoberberine alkaloids and derivatives
• IUPAC Name: 3-methoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,11-diol
• SMILES (Canonical): COC1=C(C=C2C3CC4=C(CN3CCC2=C1)C=CC(=C4)O)O
• SMILES (Isomeric): COC1=C(C=C2C3CC4=C(CN3CCC2=C1)C=CC(=C4)O)O
• InChI: InChI=1S/C18H19NO3/c1-22-18-8-11-4-5-19-10-12-2-3-14(20)6-13(12)7-16(19)15(11)9-17(18)21/h2-3,6,8-9,16,20-21H,4-5,7,10H2,1H3
• InChI Key: IWRZCJCFXSVREX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₉NO₃
• Molecular Weight: 297.30 g/mol
• Exact Mass: 297.13649347 g/mol
• Topological Polar Surface Area (TPSA): 52.90 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9397	93.97%
Caco-2	+	0.8142	81.42%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8229	82.29%
OATP2B1 inhibitior	-	0.8502	85.02%
OATP1B1 inhibitior	+	0.9270	92.70%
OATP1B3 inhibitior	+	0.9609	96.09%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.5502	55.02%
P-glycoprotein inhibitior	-	0.8147	81.47%
P-glycoprotein substrate	+	0.6281	62.81%
CYP3A4 substrate	+	0.6177	61.77%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.9138	91.38%
CYP2C9 inhibition	-	0.8980	89.80%
CYP2C19 inhibition	+	0.5065	50.65%
CYP2D6 inhibition	+	0.7997	79.97%
CYP1A2 inhibition	+	0.8747	87.47%
CYP2C8 inhibition	+	0.5777	57.77%
CYP inhibitory promiscuity	-	0.6969	69.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6290	62.90%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.7807	78.07%
Skin irritation	-	0.6619	66.19%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5825	58.25%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8916	89.16%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.5661	56.61%
Acute Oral Toxicity (c)	II	0.4889	48.89%
Estrogen receptor binding	-	0.4811	48.11%
Androgen receptor binding	-	0.5287	52.87%
Thyroid receptor binding	+	0.6101	61.01%
Glucocorticoid receptor binding	+	0.6440	64.40%
Aromatase binding	-	0.5635	56.35%
PPAR gamma	+	0.5702	57.02%
Honey bee toxicity	-	0.8855	88.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6651	66.51%
Fish aquatic toxicity	-	0.5193	51.93%

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	98.52%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	97.23%	95.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.10%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	95.61%	89.62%
CHEMBL2581	P07339	Cathepsin D	93.07%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.97%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.76%	95.89%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	92.58%	91.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.85%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	90.74%	91.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.21%	95.89%
CHEMBL4208	P20618	Proteasome component C5	88.13%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.88%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.75%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.24%	93.40%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.85%	92.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.21%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.66%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.56%	93.99%
CHEMBL3438	Q05513	Protein kinase C zeta	82.17%	88.48%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.16%	82.67%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.08%	91.03%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	81.76%	96.25%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.24%	82.38%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.24%	85.00%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	80.69%	99.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11779379
• LOTUS: LTS0059901
• wikiData: Q105121833