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

Details

• Internal ID: 3f1ff1a5-7cf1-4ac3-bd64-e3a2cd7aa391
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aS)-2,9-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1CC4=C3C=CC(=C4)OC)O)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=C3C=CC(=C4)OC)O)OC
• InChI: InChI=1S/C19H21NO3/c1-20-7-6-11-10-16(23-3)19(21)18-14-5-4-13(22-2)8-12(14)9-15(20)17(11)18/h4-5,8,10,15,21H,6-7,9H2,1-3H3/t15-/m0/s1
• InChI Key: WBGFZKCWDCUXFP-HNNXBMFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₃
• Molecular Weight: 311.40 g/mol
• Exact Mass: 311.15214353 g/mol
• Topological Polar Surface Area (TPSA): 41.90 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9665	96.65%
Caco-2	+	0.8816	88.16%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6724	67.24%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9038	90.38%
OATP1B3 inhibitior	+	0.9554	95.54%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.5225	52.25%
P-glycoprotein inhibitior	-	0.7887	78.87%
P-glycoprotein substrate	-	0.5609	56.09%
CYP3A4 substrate	+	0.6461	64.61%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.8856	88.56%
CYP2C9 inhibition	-	0.9290	92.90%
CYP2C19 inhibition	-	0.8471	84.71%
CYP2D6 inhibition	+	0.8478	84.78%
CYP1A2 inhibition	+	0.8869	88.69%
CYP2C8 inhibition	-	0.6948	69.48%
CYP inhibitory promiscuity	-	0.9338	93.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6992	69.92%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9756	97.56%
Skin irritation	-	0.7418	74.18%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6462	64.62%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.8324	83.24%
skin sensitisation	-	0.8942	89.42%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9011	90.11%
Acute Oral Toxicity (c)	III	0.5750	57.50%
Estrogen receptor binding	+	0.7474	74.74%
Androgen receptor binding	+	0.5912	59.12%
Thyroid receptor binding	+	0.6449	64.49%
Glucocorticoid receptor binding	+	0.6922	69.22%
Aromatase binding	+	0.5371	53.71%
PPAR gamma	+	0.6459	64.59%
Honey bee toxicity	-	0.9017	90.17%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8497	84.97%

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	98.96%	96.09%
CHEMBL2056	P21728	Dopamine D1 receptor	97.27%	91.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.16%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.23%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.18%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.32%	91.11%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	93.69%	91.79%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.59%	93.40%
CHEMBL4208	P20618	Proteasome component C5	93.53%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.19%	95.89%
CHEMBL217	P14416	Dopamine D2 receptor	91.13%	95.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.56%	91.03%
CHEMBL3438	Q05513	Protein kinase C zeta	89.19%	88.48%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.52%	92.94%
CHEMBL1907	P15144	Aminopeptidase N	86.98%	93.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.60%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.52%	95.89%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	86.36%	96.86%
CHEMBL5747	Q92793	CREB-binding protein	85.17%	95.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.71%	86.33%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	83.47%	95.34%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	83.33%	100.00%
CHEMBL3820	P35557	Hexokinase type IV	81.64%	91.96%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.40%	90.71%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.16%	96.67%
CHEMBL2535	P11166	Glucose transporter	81.12%	98.75%

Plants that contains it

• Liriodendron tulipifera
• Papaver orientale

Cross-Links

• PubChem: 163025170
• LOTUS: LTS0110487
• wikiData: Q105300715