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

Details

• Internal ID: 1baedbcc-de6d-4488-be51-2e6abfb84c25
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 1,2,9-trimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-10-ol
• InChI: InChI=1S/C19H21NO4/c1-22-15-8-11-6-13-17-10(4-5-20-13)7-16(23-2)19(24-3)18(17)12(11)9-14(15)21/h7-9,13,20-21H,4-6H2,1-3H3
• InChI Key: VHFFCCOFVYXCRX-UHFFFAOYSA-N
• Popularity: 3 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): 60.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9563	95.63%
Caco-2	+	0.8246	82.46%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6022	60.22%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9180	91.80%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4515	45.15%
P-glycoprotein inhibitior	-	0.7199	71.99%
P-glycoprotein substrate	-	0.6977	69.77%
CYP3A4 substrate	+	0.5726	57.26%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	+	0.7728	77.28%
CYP3A4 inhibition	-	0.8208	82.08%
CYP2C9 inhibition	-	0.9102	91.02%
CYP2C19 inhibition	-	0.8293	82.93%
CYP2D6 inhibition	+	0.5346	53.46%
CYP1A2 inhibition	-	0.5676	56.76%
CYP2C8 inhibition	+	0.6085	60.85%
CYP inhibitory promiscuity	-	0.8829	88.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7340	73.40%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9336	93.36%
Skin irritation	-	0.7035	70.35%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6720	67.20%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8869	88.69%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8208	82.08%
Acute Oral Toxicity (c)	III	0.4846	48.46%
Estrogen receptor binding	+	0.8324	83.24%
Androgen receptor binding	-	0.5927	59.27%
Thyroid receptor binding	+	0.8093	80.93%
Glucocorticoid receptor binding	+	0.7723	77.23%
Aromatase binding	+	0.6235	62.35%
PPAR gamma	+	0.7185	71.85%
Honey bee toxicity	-	0.8756	87.56%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5149	51.49%
Fish aquatic toxicity	-	0.5562	55.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.23%	96.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	93.69%	91.79%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.16%	93.99%
CHEMBL3438	Q05513	Protein kinase C zeta	91.72%	88.48%
CHEMBL217	P14416	Dopamine D2 receptor	91.52%	95.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.52%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.05%	92.94%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.54%	95.56%
CHEMBL4208	P20618	Proteasome component C5	90.23%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	90.09%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.83%	99.17%
CHEMBL2535	P11166	Glucose transporter	89.16%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.03%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.02%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.37%	93.03%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.01%	96.21%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.82%	92.68%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.52%	91.03%
CHEMBL2581	P07339	Cathepsin D	85.16%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.63%	94.00%
CHEMBL2056	P21728	Dopamine D1 receptor	84.27%	91.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.00%	96.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.05%	89.62%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.68%	97.21%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	81.15%	95.55%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.05%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.25%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.20%	95.56%

Plants that contains it

• Ocotea pittieri
• Ocotea sinuata

Cross-Links

• PubChem: 14558225
• LOTUS: LTS0140036
• wikiData: Q104394125