(13aS)-3-methoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-2-ol

Details

• Internal ID: 440a4df1-8755-41f4-aa0e-0df331810c8a
• Taxonomy: Alkaloids and derivatives > Protoberberine alkaloids and derivatives
• IUPAC Name: (13aS)-3-methoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-2-ol
• InChI: InChI=1S/C18H19NO2/c1-21-18-9-13-6-7-19-11-14-5-3-2-4-12(14)8-16(19)15(13)10-17(18)20/h2-5,9-10,16,20H,6-8,11H2,1H3/t16-/m0/s1
• InChI Key: FNYIPYRLIHJQLI-INIZCTEOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₉NO₂
• Molecular Weight: 281.30 g/mol
• Exact Mass: 281.141578849 g/mol
• Topological Polar Surface Area (TPSA): 32.70 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.9038	90.38%
Blood Brain Barrier	+	0.8705	87.05%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7897	78.97%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9484	94.84%
OATP1B3 inhibitior	+	0.9626	96.26%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.8000	80.00%
BSEP inhibitior	-	0.4927	49.27%
P-glycoprotein inhibitior	-	0.7853	78.53%
P-glycoprotein substrate	-	0.5332	53.32%
CYP3A4 substrate	+	0.5841	58.41%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.8278	82.78%
CYP2C9 inhibition	-	0.8740	87.40%
CYP2C19 inhibition	-	0.6332	63.32%
CYP2D6 inhibition	+	0.8354	83.54%
CYP1A2 inhibition	+	0.6360	63.60%
CYP2C8 inhibition	-	0.6357	63.57%
CYP inhibitory promiscuity	-	0.7252	72.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9535	95.35%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9134	91.34%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4199	41.99%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6342	63.42%
skin sensitisation	-	0.8726	87.26%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.4517	45.17%
Acute Oral Toxicity (c)	II	0.6378	63.78%
Estrogen receptor binding	-	0.5871	58.71%
Androgen receptor binding	-	0.5702	57.02%
Thyroid receptor binding	-	0.5503	55.03%
Glucocorticoid receptor binding	-	0.5199	51.99%
Aromatase binding	-	0.6847	68.47%
PPAR gamma	+	0.5457	54.57%
Honey bee toxicity	-	0.8904	89.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6951	69.51%
Fish aquatic toxicity	-	0.6653	66.53%

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	98.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.91%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.20%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	94.57%	95.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.87%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	92.96%	91.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.61%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.42%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.11%	93.99%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.03%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.48%	89.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.44%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.83%	95.89%
CHEMBL2535	P11166	Glucose transporter	84.00%	98.75%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.22%	82.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.09%	97.14%

Plants that contains it

• Argemone mexicana

Cross-Links

• PubChem: 101946255
• LOTUS: LTS0212675
• wikiData: Q104998612