(6aS)-1,2,9,10-tetramethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium

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	0f0ab3ee-d956-49cb-acdd-d8db7e270472
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	(6aS)-1,2,9,10-tetramethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium
SMILES (Canonical)	C[N+]1(CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)OC)OC)OC)OC)C
SMILES (Isomeric)	C[N+]1(CCC2=CC(=C(C3=C2[C@@H]1CC4=CC(=C(C=C43)OC)OC)OC)OC)C
InChI	InChI=1S/C22H28NO4/c1-23(2)8-7-13-10-19(26-5)22(27-6)21-15-12-18(25-4)17(24-3)11-14(15)9-16(23)20(13)21/h10-12,16H,7-9H2,1-6H3/q+1/t16-/m0/s1
InChI Key	WKHHFWJJIRCXHA-INIZCTEOSA-N
Popularity	2 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₂₈NO₄+
Molecular Weight	370.50 g/mol
Exact Mass	370.20183337 g/mol
Topological Polar Surface Area (TPSA)	36.90 Å²
XlogP	3.40
Atomic LogP (AlogP)	3.62
H-Bond Acceptor	4
H-Bond Donor	0
Rotatable Bonds	4

Synonyms

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CHEMBL225852

(6aS)-1,2,9,10-tetramethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium

(S)-N-methylglaucine

(S)-N-methylglaucine(1+)

N-methyl-(S)-glaucine(1+)

CHEMBL1182259

CHEBI:134213

cid_14262872

BDBM50209212

1,2-dimethoxy-N,O,O-trimethylapomorphinium

There are more than 10 synonyms. If you wish to see them all click here.

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	-	0.8607	86.07%
Caco-2	+	0.9081	90.81%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4650	46.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9254	92.54%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.6377	63.77%
P-glycoprotein inhibitior	+	0.6258	62.58%
P-glycoprotein substrate	-	0.8071	80.71%
CYP3A4 substrate	+	0.5816	58.16%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.5285	52.85%
CYP3A4 inhibition	-	0.8436	84.36%
CYP2C9 inhibition	-	0.9151	91.51%
CYP2C19 inhibition	-	0.9043	90.43%
CYP2D6 inhibition	+	0.5453	54.53%
CYP1A2 inhibition	-	0.8360	83.60%
CYP2C8 inhibition	+	0.4880	48.80%
CYP inhibitory promiscuity	-	0.9525	95.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6891	68.91%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8671	86.71%
Skin irritation	-	0.7702	77.02%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7925	79.25%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8833	88.33%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8625	86.25%
Acute Oral Toxicity (c)	III	0.7469	74.69%
Estrogen receptor binding	+	0.8045	80.45%
Androgen receptor binding	+	0.5244	52.44%
Thyroid receptor binding	+	0.7531	75.31%
Glucocorticoid receptor binding	+	0.7157	71.57%
Aromatase binding	+	0.5379	53.79%
PPAR gamma	+	0.7186	71.86%
Honey bee toxicity	-	0.8172	81.72%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9392	93.92%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	96.99%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.40%	92.94%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.78%	93.99%
CHEMBL5747	Q92793	CREB-binding protein	93.70%	95.12%
CHEMBL2535	P11166	Glucose transporter	90.84%	98.75%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	88.55%	91.79%
CHEMBL3438	Q05513	Protein kinase C zeta	88.28%	88.48%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	87.41%	97.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.15%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.89%	95.56%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	86.23%	96.86%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	86.13%	92.38%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.76%	94.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.72%	95.89%
CHEMBL217	P14416	Dopamine D2 receptor	84.71%	95.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.60%	91.11%
CHEMBL2581	P07339	Cathepsin D	83.34%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.15%	86.33%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	82.84%	89.32%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.59%	94.00%
CHEMBL2056	P21728	Dopamine D1 receptor	81.17%	91.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.88%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.83%	97.09%
CHEMBL4208	P20618	Proteasome component C5	80.23%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.16%	97.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.01%	89.62%

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.

Duguetia furfuracea

Glaucium leiocarpum

Isopyrum thalictroides

Papaver pilosum subsp. spicatum

Stephania dinklagei