(6aR)-2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-1,9-diol

Details

• Internal ID: e3699e45-6178-4c52-896d-950b4f73a61b
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aR)-2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-1,9-diol
• InChI: InChI=1S/C20H23NO4/c1-21(2)6-5-11-9-17(25-4)20(23)19-13-10-16(24-3)15(22)8-12(13)7-14(21)18(11)19/h8-10,14H,5-7H2,1-4H3,(H-,22,23)/p+1/t14-/m1/s1
• InChI Key: ZDVDVLRYVOZWMP-CQSZACIVSA-O
• Popularity: 2 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

• 7224-61-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9598	95.98%
Caco-2	+	0.7067	70.67%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4996	49.96%
OATP2B1 inhibitior	-	0.8502	85.02%
OATP1B1 inhibitior	+	0.8892	88.92%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5486	54.86%
P-glycoprotein inhibitior	-	0.8082	80.82%
P-glycoprotein substrate	-	0.7752	77.52%
CYP3A4 substrate	+	0.5960	59.60%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.9015	90.15%
CYP2C9 inhibition	-	0.8997	89.97%
CYP2C19 inhibition	-	0.8657	86.57%
CYP2D6 inhibition	-	0.5128	51.28%
CYP1A2 inhibition	-	0.6378	63.78%
CYP2C8 inhibition	+	0.5925	59.25%
CYP inhibitory promiscuity	-	0.9529	95.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7061	70.61%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.7959	79.59%
Skin irritation	-	0.7697	76.97%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6774	67.74%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8741	87.41%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9246	92.46%
Acute Oral Toxicity (c)	III	0.6802	68.02%
Estrogen receptor binding	+	0.7588	75.88%
Androgen receptor binding	+	0.5567	55.67%
Thyroid receptor binding	+	0.7828	78.28%
Glucocorticoid receptor binding	+	0.7879	78.79%
Aromatase binding	+	0.6476	64.76%
PPAR gamma	+	0.8262	82.62%
Honey bee toxicity	-	0.8599	85.99%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5451	54.51%
Fish aquatic toxicity	+	0.9329	93.29%

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	98.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.88%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	96.86%	92.94%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	95.71%	91.79%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.45%	93.99%
CHEMBL3438	Q05513	Protein kinase C zeta	91.41%	88.48%
CHEMBL1951	P21397	Monoamine oxidase A	91.28%	91.49%
CHEMBL217	P14416	Dopamine D2 receptor	90.79%	95.62%
CHEMBL2581	P07339	Cathepsin D	90.36%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.76%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.64%	95.89%
CHEMBL2535	P11166	Glucose transporter	87.29%	98.75%
CHEMBL2056	P21728	Dopamine D1 receptor	86.29%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.92%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.60%	94.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.59%	98.11%
CHEMBL4208	P20618	Proteasome component C5	85.22%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.11%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.94%	86.33%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.37%	95.56%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	82.52%	98.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.97%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.86%	93.03%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	81.75%	96.86%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.16%	89.62%
CHEMBL5747	Q92793	CREB-binding protein	81.13%	95.12%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.21%	96.00%

Plants that contains it

• Zanthoxylum ailanthoides

Cross-Links

• PubChem: 133561790
• LOTUS: LTS0165998
• wikiData: Q104395090