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

Details

• Internal ID: 389d0eff-3d93-44e6-b007-15f8d6ca9896
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aR)-2,9-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,10-diol
• InChI: InChI=1S/C19H21NO4/c1-20-5-4-10-7-16(24-3)19(22)18-12-9-14(21)15(23-2)8-11(12)6-13(20)17(10)18/h7-9,13,21-22H,4-6H2,1-3H3/t13-/m1/s1
• InChI Key: PLEOQAHCVRVCDL-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.40 g/mol
• Exact Mass: 327.14705815 g/mol
• Topological Polar Surface Area (TPSA): 62.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 5
• 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	+	0.8976	89.76%
Caco-2	+	0.7923	79.23%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5647	56.47%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9002	90.02%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.6402	64.02%
P-glycoprotein inhibitior	-	0.7807	78.07%
P-glycoprotein substrate	-	0.6706	67.06%
CYP3A4 substrate	+	0.6070	60.70%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9126	91.26%
CYP2C19 inhibition	-	0.7418	74.18%
CYP2D6 inhibition	+	0.9217	92.17%
CYP1A2 inhibition	+	0.9108	91.08%
CYP2C8 inhibition	-	0.7515	75.15%
CYP inhibitory promiscuity	-	0.9272	92.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6985	69.85%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9177	91.77%
Skin irritation	-	0.7612	76.12%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4182	41.82%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.8074	80.74%
skin sensitisation	-	0.8952	89.52%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9100	91.00%
Acute Oral Toxicity (c)	III	0.7495	74.95%
Estrogen receptor binding	+	0.7806	78.06%
Androgen receptor binding	-	0.5636	56.36%
Thyroid receptor binding	+	0.6805	68.05%
Glucocorticoid receptor binding	+	0.8073	80.73%
Aromatase binding	+	0.6467	64.67%
PPAR gamma	+	0.7377	73.77%
Honey bee toxicity	-	0.8977	89.77%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8795	87.95%

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	99.04%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	97.53%	95.62%
CHEMBL2056	P21728	Dopamine D1 receptor	95.49%	91.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	95.07%	91.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.29%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.15%	91.49%
CHEMBL2581	P07339	Cathepsin D	93.99%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.35%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.81%	92.94%
CHEMBL4208	P20618	Proteasome component C5	90.04%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.01%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.77%	95.89%
CHEMBL3438	Q05513	Protein kinase C zeta	89.46%	88.48%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.76%	91.03%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.75%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.97%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.62%	93.40%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	85.60%	95.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.44%	94.00%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	84.34%	96.86%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.82%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.21%	90.71%
CHEMBL5747	Q92793	CREB-binding protein	81.00%	95.12%
CHEMBL2535	P11166	Glucose transporter	81.00%	98.75%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.72%	82.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.55%	89.00%
CHEMBL3474	P14555	Phospholipase A2 group IIA	80.18%	94.05%

Plants that contains it

• Corydalis gortschakovii

Cross-Links

• PubChem: 6971176
• LOTUS: LTS0203877
• wikiData: Q105210859