2,3,10-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-1,11-diol

Details

• Internal ID: 9bec1b60-83eb-4e5e-aa29-3cb4782d76c3
• Taxonomy: Alkaloids and derivatives > Protoberberine alkaloids and derivatives
• IUPAC Name: 2,3,10-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-1,11-diol
• InChI: InChI=1S/C20H23NO5/c1-24-16-9-13-10-21-5-4-11-8-17(25-2)20(26-3)19(23)18(11)14(21)6-12(13)7-15(16)22/h7-9,14,22-23H,4-6,10H2,1-3H3
• InChI Key: GBJVLRZOHDGIGJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃NO₅
• Molecular Weight: 357.40 g/mol
• Exact Mass: 357.15762283 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7575	75.75%
Caco-2	+	0.7997	79.97%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7653	76.53%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9282	92.82%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.5924	59.24%
P-glycoprotein inhibitior	-	0.6298	62.98%
P-glycoprotein substrate	-	0.5694	56.94%
CYP3A4 substrate	+	0.5780	57.80%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.9162	91.62%
CYP2C9 inhibition	-	0.9337	93.37%
CYP2C19 inhibition	-	0.6073	60.73%
CYP2D6 inhibition	+	0.6539	65.39%
CYP1A2 inhibition	+	0.7520	75.20%
CYP2C8 inhibition	-	0.5695	56.95%
CYP inhibitory promiscuity	-	0.8933	89.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6304	63.04%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9059	90.59%
Skin irritation	-	0.7673	76.73%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4791	47.91%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8613	86.13%
Acute Oral Toxicity (c)	III	0.4777	47.77%
Estrogen receptor binding	+	0.5468	54.68%
Androgen receptor binding	-	0.5744	57.44%
Thyroid receptor binding	+	0.5673	56.73%
Glucocorticoid receptor binding	+	0.6111	61.11%
Aromatase binding	-	0.6608	66.08%
PPAR gamma	-	0.6039	60.39%
Honey bee toxicity	-	0.8391	83.91%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5651	56.51%
Fish aquatic toxicity	-	0.4554	45.54%

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	97.93%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	97.50%	95.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.67%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.76%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.15%	85.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.36%	91.03%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	88.97%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.69%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.60%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	88.28%	91.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.21%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	86.79%	83.82%
CHEMBL2581	P07339	Cathepsin D	86.74%	98.95%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.66%	82.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.97%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.48%	94.45%
CHEMBL4208	P20618	Proteasome component C5	85.10%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.35%	94.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	84.08%	96.25%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.95%	93.99%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.54%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.21%	89.62%
CHEMBL3438	Q05513	Protein kinase C zeta	81.76%	88.48%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.73%	99.17%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	81.48%	96.86%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.75%	93.40%
CHEMBL5747	Q92793	CREB-binding protein	80.16%	95.12%

Plants that contains it

• Stephania suberosa

Cross-Links

• PubChem: 162984722
• LOTUS: LTS0075830
• wikiData: Q105005897