(R)-5,6,6a,7-Tetrahydro-1,2,9,10-tetramethoxy-6-methyl-4H-dibenzo(de,g)quinoline

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	9b012c7c-8acc-4e01-b765-1ce03eb9e1f3
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	(6aR)-1,2,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
SMILES (Canonical)	CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)OC)OC)OC)OC
SMILES (Isomeric)	CN1CCC2=CC(=C(C3=C2[C@H]1CC4=CC(=C(C=C43)OC)OC)OC)OC
InChI	InChI=1S/C21H25NO4/c1-22-7-6-12-9-18(25-4)21(26-5)20-14-11-17(24-3)16(23-2)10-13(14)8-15(22)19(12)20/h9-11,15H,6-8H2,1-5H3/t15-/m1/s1
InChI Key	RUZIUYOSRDWYQF-OAHLLOKOSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₅NO₄
Molecular Weight	355.40 g/mol
Exact Mass	355.17835828 g/mol
Topological Polar Surface Area (TPSA)	40.20 Å²
XlogP	3.40
Atomic LogP (AlogP)	3.47
H-Bond Acceptor	5
H-Bond Donor	0
Rotatable Bonds	4

Synonyms

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38325-02-9

EINECS 253-881-0

(R)-5,6,6a,7-Tetrahydro-1,2,9,10-tetramethoxy-6-methyl-4H-dibenzo(de,g)quinoline

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

4H-Dibenzo(de,g)quinoline, 5,6,6a,7-tetrahydro-1,2,9,10-tetramethoxy-6-methyl-, (R)-

(?)-Glaucine

DTXSID70191691

RUZIUYOSRDWYQF-OAHLLOKOSA-N

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9660	96.60%
Caco-2	+	0.9424	94.24%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5029	50.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9407	94.07%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.6810	68.10%
P-glycoprotein inhibitior	+	0.5977	59.77%
P-glycoprotein substrate	-	0.7575	75.75%
CYP3A4 substrate	+	0.5987	59.87%
CYP2C9 substrate	+	0.7753	77.53%
CYP2D6 substrate	+	0.8760	87.60%
CYP3A4 inhibition	-	0.7573	75.73%
CYP2C9 inhibition	-	0.8952	89.52%
CYP2C19 inhibition	-	0.8505	85.05%
CYP2D6 inhibition	+	0.8751	87.51%
CYP1A2 inhibition	+	0.6793	67.93%
CYP2C8 inhibition	-	0.8309	83.09%
CYP inhibitory promiscuity	-	0.9046	90.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6801	68.01%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9711	97.11%
Skin irritation	-	0.7550	75.50%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8133	81.33%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.7824	78.24%
skin sensitisation	-	0.9048	90.48%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8624	86.24%
Acute Oral Toxicity (c)	III	0.8078	80.78%
Estrogen receptor binding	+	0.7152	71.52%
Androgen receptor binding	-	0.5971	59.71%
Thyroid receptor binding	+	0.6529	65.29%
Glucocorticoid receptor binding	+	0.7637	76.37%
Aromatase binding	-	0.5718	57.18%
PPAR gamma	+	0.6364	63.64%
Honey bee toxicity	-	0.8707	87.07%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.7600	76.00%
Fish aquatic toxicity	+	0.9042	90.42%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL214	P08908	Serotonin 1a (5-HT1a) receptor	171 nM	Ki	via Super-PRED
CHEMBL224	P28223	Serotonin 2a (5-HT2a) receptor	966 nM	Ki	via Super-PRED
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	43 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.75%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	96.38%	95.62%
CHEMBL5747	Q92793	CREB-binding protein	95.40%	95.12%
CHEMBL2056	P21728	Dopamine D1 receptor	93.92%	91.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.13%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.87%	95.56%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	88.08%	96.86%
CHEMBL2581	P07339	Cathepsin D	88.02%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.58%	91.03%
CHEMBL2535	P11166	Glucose transporter	86.81%	98.75%
CHEMBL3438	Q05513	Protein kinase C zeta	86.62%	88.48%
CHEMBL4208	P20618	Proteasome component C5	86.42%	90.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.30%	82.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.77%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.43%	92.94%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.43%	91.79%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	85.40%	92.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.90%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.74%	89.62%
CHEMBL261	P00915	Carbonic anhydrase I	83.02%	96.76%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.58%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.23%	94.00%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	80.85%	89.32%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.81%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.04%	99.17%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.