(6aR)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-9-ol

Details

• Internal ID: 9dd73d40-948b-4787-8e04-7da5051288ad
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aR)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-9-ol
• InChI: InChI=1S/C20H23NO4/c1-21-6-5-11-9-17(24-3)20(25-4)19-13-10-16(23-2)15(22)8-12(13)7-14(21)18(11)19/h8-10,14,22H,5-7H2,1-4H3/t14-/m1/s1
• InChI Key: ZFLRVRLYWHNAEC-CQSZACIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃NO₄
• Molecular Weight: 341.40 g/mol
• Exact Mass: 341.16270821 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8819	88.19%
Caco-2	+	0.9035	90.35%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5850	58.50%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9343	93.43%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.6038	60.38%
P-glycoprotein inhibitior	-	0.8474	84.74%
P-glycoprotein substrate	-	0.7625	76.25%
CYP3A4 substrate	+	0.6135	61.35%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.9083	90.83%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	+	0.8238	82.38%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	-	0.7089	70.89%
CYP inhibitory promiscuity	-	0.9392	93.92%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7108	71.08%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9582	95.82%
Skin irritation	-	0.7431	74.31%
Skin corrosion	-	0.9323	93.23%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7125	71.25%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.7949	79.49%
skin sensitisation	-	0.9000	90.00%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9012	90.12%
Acute Oral Toxicity (c)	III	0.7730	77.30%
Estrogen receptor binding	+	0.5964	59.64%
Androgen receptor binding	-	0.6027	60.27%
Thyroid receptor binding	+	0.6256	62.56%
Glucocorticoid receptor binding	+	0.7717	77.17%
Aromatase binding	-	0.5251	52.51%
PPAR gamma	+	0.6654	66.54%
Honey bee toxicity	-	0.8891	88.91%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8882	88.82%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2056	P21728	Dopamine D1 receptor	373 nM	Ki	via Super-PRED
CHEMBL214	P08908	Serotonin 1a (5-HT1a) receptor	85 nM	Ki	via Super-PRED
CHEMBL1833	P41595	Serotonin 2b (5-HT2b) receptor	323 nM	Ki	via Super-PRED
CHEMBL3426	P47898	Serotonin 5a (5-HT5a) receptor	566 nM	Ki	via Super-PRED
CHEMBL3371	P50406	Serotonin 6 (5-HT6) receptor	306 nM	Ki	via Super-PRED
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	20 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.15%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	98.09%	95.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	95.11%	91.79%
CHEMBL3438	Q05513	Protein kinase C zeta	91.70%	88.48%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.38%	95.56%
CHEMBL5747	Q92793	CREB-binding protein	90.78%	95.12%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.45%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.43%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.28%	85.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.24%	91.03%
CHEMBL4208	P20618	Proteasome component C5	89.63%	90.00%
CHEMBL2581	P07339	Cathepsin D	89.61%	98.95%
CHEMBL2535	P11166	Glucose transporter	87.11%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.57%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.28%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.19%	89.62%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.15%	82.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.85%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.56%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	85.53%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.50%	94.00%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	84.32%	96.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.31%	99.17%
CHEMBL261	P00915	Carbonic anhydrase I	84.15%	96.76%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.12%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.16%	93.99%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6543699
• NPASS: NPC11940