2-methoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-1,9,10-triol

Details

• Internal ID: e3de7794-7a5b-420e-b156-17abd855d3f7
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 2-methoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-1,9,10-triol
• SMILES (Canonical): C[N+]1(CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)O)O)O)OC)C
• SMILES (Isomeric): C[N+]1(CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)O)O)O)OC)C
• InChI: InChI=1S/C19H21NO4/c1-20(2)5-4-10-8-16(24-3)19(23)18-12-9-15(22)14(21)7-11(12)6-13(20)17(10)18/h7-9,13H,4-6H2,1-3H3,(H2-,21,22,23)/p+1
• InChI Key: UFWLCNFQCFRGHS-UHFFFAOYSA-O
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂NO₄+
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.15488318 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

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	+	0.5318	53.18%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4876	48.76%
OATP2B1 inhibitior	-	0.5685	56.85%
OATP1B1 inhibitior	+	0.8895	88.95%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.7835	78.35%
P-glycoprotein inhibitior	-	0.8609	86.09%
P-glycoprotein substrate	-	0.7826	78.26%
CYP3A4 substrate	+	0.5903	59.03%
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	+	0.5602	56.02%
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	-	0.7713	77.13%
Skin irritation	-	0.7653	76.53%
Skin corrosion	-	0.9227	92.27%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7762	77.62%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8656	86.56%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9111	91.11%
Acute Oral Toxicity (c)	III	0.6708	67.08%
Estrogen receptor binding	+	0.8365	83.65%
Androgen receptor binding	+	0.6262	62.62%
Thyroid receptor binding	+	0.7035	70.35%
Glucocorticoid receptor binding	+	0.8804	88.04%
Aromatase binding	+	0.6674	66.74%
PPAR gamma	+	0.7676	76.76%
Honey bee toxicity	-	0.8351	83.51%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5651	56.51%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.21%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.73%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	96.31%	92.94%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	95.74%	91.79%
CHEMBL1951	P21397	Monoamine oxidase A	95.08%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.76%	93.99%
CHEMBL2581	P07339	Cathepsin D	91.12%	98.95%
CHEMBL3438	Q05513	Protein kinase C zeta	89.54%	88.48%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.49%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.38%	95.89%
CHEMBL217	P14416	Dopamine D2 receptor	88.61%	95.62%
CHEMBL2535	P11166	Glucose transporter	87.29%	98.75%
CHEMBL4208	P20618	Proteasome component C5	86.38%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.11%	99.17%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	86.00%	98.11%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.79%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.78%	92.62%
CHEMBL2056	P21728	Dopamine D1 receptor	84.25%	91.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.60%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.44%	94.00%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	82.15%	98.21%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.04%	96.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.97%	92.68%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.81%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.75%	97.09%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	80.80%	96.86%

Plants that contains it

• Gnetum montanum

Cross-Links

• PubChem: 57394259
• LOTUS: LTS0199690
• wikiData: Q105272183