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

Details

• Internal ID: 890b1d19-bd69-4a81-a7fe-6ddc458a3bb4
• Taxonomy: Alkaloids and derivatives > Protoberberine alkaloids and derivatives
• IUPAC Name: (8R,13aS)-3-methoxy-8-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,11-diol
• SMILES (Canonical): CC1C2=C(CC3N1CCC4=CC(=C(C=C34)O)OC)C=C(C=C2)O
• SMILES (Isomeric): C[C@@H]1C2=C(C[C@@H]3N1CCC4=CC(=C(C=C34)O)OC)C=C(C=C2)O
• InChI: InChI=1S/C19H21NO3/c1-11-15-4-3-14(21)7-13(15)8-17-16-10-18(22)19(23-2)9-12(16)5-6-20(11)17/h3-4,7,9-11,17,21-22H,5-6,8H2,1-2H3/t11-,17+/m1/s1
• InChI Key: FCUGSUBRXANTIA-DIFFPNOSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₃
• Molecular Weight: 311.40 g/mol
• Exact Mass: 311.15214353 g/mol
• Topological Polar Surface Area (TPSA): 52.90 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.32
• 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	+	0.9132	91.32%
Caco-2	+	0.7987	79.87%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7468	74.68%
OATP2B1 inhibitior	-	0.8486	84.86%
OATP1B1 inhibitior	+	0.9368	93.68%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	+	0.6301	63.01%
P-glycoprotein inhibitior	-	0.8013	80.13%
P-glycoprotein substrate	+	0.6159	61.59%
CYP3A4 substrate	+	0.6230	62.30%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.8078	80.78%
CYP3A4 inhibition	-	0.9227	92.27%
CYP2C9 inhibition	-	0.9330	93.30%
CYP2C19 inhibition	-	0.6833	68.33%
CYP2D6 inhibition	+	0.7804	78.04%
CYP1A2 inhibition	+	0.8041	80.41%
CYP2C8 inhibition	+	0.5538	55.38%
CYP inhibitory promiscuity	-	0.7184	71.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6929	69.29%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9410	94.10%
Skin irritation	-	0.7221	72.21%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4605	46.05%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8909	89.09%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7329	73.29%
Acute Oral Toxicity (c)	III	0.5063	50.63%
Estrogen receptor binding	+	0.6283	62.83%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6580	65.80%
Glucocorticoid receptor binding	+	0.7669	76.69%
Aromatase binding	-	0.5295	52.95%
PPAR gamma	+	0.5223	52.23%
Honey bee toxicity	-	0.8974	89.74%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7151	71.51%
Fish aquatic toxicity	+	0.8241	82.41%

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	99.02%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	95.82%	95.62%
CHEMBL2581	P07339	Cathepsin D	95.55%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.51%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.48%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	93.91%	89.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.86%	85.14%
CHEMBL2056	P21728	Dopamine D1 receptor	93.34%	91.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.54%	94.45%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	90.29%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.69%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.45%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.41%	92.94%
CHEMBL3438	Q05513	Protein kinase C zeta	85.06%	88.48%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.45%	90.71%
CHEMBL2535	P11166	Glucose transporter	84.27%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.90%	93.40%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.49%	99.17%
CHEMBL267	P12931	Tyrosine-protein kinase SRC	82.46%	95.69%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.01%	95.78%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	81.06%	99.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.27%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.13%	91.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 639023
• LOTUS: LTS0080151
• wikiData: Q104993376