Xanthoplanine

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	37be1d52-26f4-41ee-9820-52df02f9db0e
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	(6aS)-1,2,10-trimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-9-ol
SMILES (Canonical)	C[N+]1(CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)OC)O)OC)OC)C
SMILES (Isomeric)	C[N+]1(CCC2=CC(=C(C3=C2[C@@H]1CC4=CC(=C(C=C43)OC)O)OC)OC)C
InChI	InChI=1S/C21H25NO4/c1-22(2)7-6-12-10-18(25-4)21(26-5)20-14-11-17(24-3)16(23)9-13(14)8-15(22)19(12)20/h9-11,15H,6-8H2,1-5H3/p+1/t15-/m0/s1
InChI Key	FGUCOPALAZXICJ-HNNXBMFYSA-O
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₆NO₄+
Molecular Weight	356.40 g/mol
Exact Mass	356.18618331 g/mol
Topological Polar Surface Area (TPSA)	47.90 Å²
XlogP	3.10
Atomic LogP (AlogP)	3.31
H-Bond Acceptor	4
H-Bond Donor	1
Rotatable Bonds	3

Synonyms

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6872-88-4

CHEMBL112640

N-methyllaurotetanine methiodide

CHEMBL1180065

CHEBI:175585

DTXSID201317557

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

HY-N1064

BDBM50209213

AKOS032962359

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	-	0.9450	94.50%
Caco-2	+	0.8704	87.04%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5336	53.36%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9180	91.80%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.4553	45.53%
P-glycoprotein inhibitior	-	0.7121	71.21%
P-glycoprotein substrate	-	0.8268	82.68%
CYP3A4 substrate	+	0.5988	59.88%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.8857	88.57%
CYP2C9 inhibition	-	0.9052	90.52%
CYP2C19 inhibition	-	0.9115	91.15%
CYP2D6 inhibition	-	0.5483	54.83%
CYP1A2 inhibition	-	0.6854	68.54%
CYP2C8 inhibition	+	0.6186	61.86%
CYP inhibitory promiscuity	-	0.9647	96.47%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7138	71.38%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8487	84.87%
Skin irritation	-	0.7642	76.42%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7589	75.89%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8785	87.85%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9006	90.06%
Acute Oral Toxicity (c)	III	0.7308	73.08%
Estrogen receptor binding	+	0.7964	79.64%
Androgen receptor binding	-	0.4854	48.54%
Thyroid receptor binding	+	0.7706	77.06%
Glucocorticoid receptor binding	+	0.7537	75.37%
Aromatase binding	+	0.6540	65.40%
PPAR gamma	+	0.8308	83.08%
Honey bee toxicity	-	0.8483	84.83%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5851	58.51%
Fish aquatic toxicity	+	0.9286	92.86%

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	97.93%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.32%	91.11%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	96.25%	91.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.79%	92.94%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.28%	93.99%
CHEMBL3438	Q05513	Protein kinase C zeta	92.78%	88.48%
CHEMBL217	P14416	Dopamine D2 receptor	91.45%	95.62%
CHEMBL2535	P11166	Glucose transporter	91.05%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.09%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.79%	95.56%
CHEMBL5747	Q92793	CREB-binding protein	87.59%	95.12%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.99%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.66%	94.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.59%	97.31%
CHEMBL2581	P07339	Cathepsin D	85.44%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.39%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.64%	90.00%
CHEMBL2056	P21728	Dopamine D1 receptor	84.42%	91.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.06%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.74%	86.33%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	82.01%	96.86%
CHEMBL1951	P21397	Monoamine oxidase A	81.84%	91.49%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.81%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.69%	92.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.40%	82.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.17%	89.00%

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.

Dehaasia incrassata

Litsea cubeba

Phellodendron amurense

Phellodendron chinense

Thalictrum foliolosum

Tinospora sagittata

Xylopia parviflora