(6aR)-1,2-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-10,11-diol

Details

• Internal ID: 4f69a362-f121-4c54-bb46-49ae83c8102e
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aR)-1,2-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-10,11-diol
• SMILES (Canonical): C[N+]1(CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)O)O)OC)OC)C
• SMILES (Isomeric): C[N+]1(CCC2=CC(=C(C3=C2[C@H]1CC4=C3C(=C(C=C4)O)O)OC)OC)C
• InChI: InChI=1S/C20H23NO4/c1-21(2)8-7-12-10-15(24-3)20(25-4)18-16(12)13(21)9-11-5-6-14(22)19(23)17(11)18/h5-6,10,13H,7-9H2,1-4H3,(H-,22,23)/p+1/t13-/m1/s1
• InChI Key: BNLBUVFPTCUHTE-CYBMUJFWSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄NO₄+
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.17053325 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9727	97.27%
Caco-2	+	0.8052	80.52%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4876	48.76%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.9287	92.87%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.6177	61.77%
P-glycoprotein inhibitior	-	0.7583	75.83%
P-glycoprotein substrate	-	0.7881	78.81%
CYP3A4 substrate	+	0.5912	59.12%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.4422	44.22%
CYP3A4 inhibition	-	0.9233	92.33%
CYP2C9 inhibition	-	0.8857	88.57%
CYP2C19 inhibition	-	0.8855	88.55%
CYP2D6 inhibition	-	0.7447	74.47%
CYP1A2 inhibition	-	0.7590	75.90%
CYP2C8 inhibition	+	0.6306	63.06%
CYP inhibitory promiscuity	-	0.9744	97.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7039	70.39%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8341	83.41%
Skin irritation	-	0.7653	76.53%
Skin corrosion	-	0.9227	92.27%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8122	81.22%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8656	86.56%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9320	93.20%
Acute Oral Toxicity (c)	III	0.6708	67.08%
Estrogen receptor binding	+	0.7399	73.99%
Androgen receptor binding	+	0.7369	73.69%
Thyroid receptor binding	+	0.7023	70.23%
Glucocorticoid receptor binding	+	0.8395	83.95%
Aromatase binding	+	0.6105	61.05%
PPAR gamma	+	0.7641	76.41%
Honey bee toxicity	-	0.8893	88.93%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6051	60.51%
Fish aquatic toxicity	+	0.9406	94.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3192	Q9BY41	Histone deacetylase 8	99.05%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.10%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	95.54%	91.49%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	94.57%	91.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.49%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.51%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.92%	95.56%
CHEMBL217	P14416	Dopamine D2 receptor	90.55%	95.62%
CHEMBL3438	Q05513	Protein kinase C zeta	89.65%	88.48%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.05%	99.15%
CHEMBL261	P00915	Carbonic anhydrase I	88.22%	96.76%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.93%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.82%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.31%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.26%	95.89%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.95%	97.31%
CHEMBL2056	P21728	Dopamine D1 receptor	85.46%	91.00%
CHEMBL2535	P11166	Glucose transporter	84.73%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.24%	86.33%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.71%	98.11%
CHEMBL2581	P07339	Cathepsin D	82.43%	98.95%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	82.31%	89.32%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.22%	92.68%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.93%	97.09%
CHEMBL4208	P20618	Proteasome component C5	81.83%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.42%	92.62%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	81.40%	96.86%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.93%	95.56%

Plants that contains it

• Nigella sativa
• Thalictrum orientale

Cross-Links

• PubChem: 163190058
• LOTUS: LTS0120409
• wikiData: Q104938867