(6aR)-1,2,3-trimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-6-carbaldehyde

Details

• Internal ID: 0f9e2c12-7843-4dcd-86ef-3a47745b8691
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aR)-1,2,3-trimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-6-carbaldehyde
• SMILES (Canonical): COC1=C(C(=C2C3=CC=CC=C3CC4C2=C1CCN4C=O)OC)OC
• SMILES (Isomeric): COC1=C(C(=C2C3=CC=CC=C3C[C@@H]4C2=C1CCN4C=O)OC)OC
• InChI: InChI=1S/C20H21NO4/c1-23-18-14-8-9-21(11-22)15-10-12-6-4-5-7-13(12)17(16(14)15)19(24-2)20(18)25-3/h4-7,11,15H,8-10H2,1-3H3/t15-/m1/s1
• InChI Key: PUWKIVUPVPVBQB-OAHLLOKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁NO₄
• Molecular Weight: 339.40 g/mol
• Exact Mass: 339.14705815 g/mol
• Topological Polar Surface Area (TPSA): 48.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9212	92.12%
Caco-2	+	0.8785	87.85%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7014	70.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9001	90.01%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5564	55.64%
BSEP inhibitior	+	0.7527	75.27%
P-glycoprotein inhibitior	-	0.6128	61.28%
P-glycoprotein substrate	-	0.7039	70.39%
CYP3A4 substrate	+	0.6320	63.20%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	+	0.3920	39.20%
CYP3A4 inhibition	-	0.8213	82.13%
CYP2C9 inhibition	-	0.8963	89.63%
CYP2C19 inhibition	-	0.7922	79.22%
CYP2D6 inhibition	-	0.8179	81.79%
CYP1A2 inhibition	+	0.6970	69.70%
CYP2C8 inhibition	-	0.7431	74.31%
CYP inhibitory promiscuity	-	0.7105	71.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6651	66.51%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9889	98.89%
Skin irritation	-	0.8078	80.78%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	+	0.6663	66.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7136	71.36%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9182	91.82%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6678	66.78%
Acute Oral Toxicity (c)	III	0.5994	59.94%
Estrogen receptor binding	+	0.5890	58.90%
Androgen receptor binding	+	0.6338	63.38%
Thyroid receptor binding	+	0.5703	57.03%
Glucocorticoid receptor binding	+	0.7553	75.53%
Aromatase binding	-	0.8104	81.04%
PPAR gamma	-	0.6468	64.68%
Honey bee toxicity	-	0.8528	85.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7600	76.00%
Fish aquatic toxicity	+	0.8271	82.71%

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	97.76%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.74%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.97%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	92.87%	91.00%
CHEMBL217	P14416	Dopamine D2 receptor	91.73%	95.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.03%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.32%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.64%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.26%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.33%	93.40%
CHEMBL2535	P11166	Glucose transporter	82.28%	98.75%
CHEMBL5028	O14672	ADAM10	80.54%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.36%	99.23%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.02%	96.67%

Plants that contains it

• Piper argyrophyllum

Cross-Links

• PubChem: 102445436
• LOTUS: LTS0054817
• wikiData: Q105215321