Leonticine

Details

• Internal ID: ab9df82c-9254-4b91-854b-4de05ca35900
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 3-[2-(dimethylamino)ethyl]-6-methoxy-2-[(E)-2-(4-methoxyphenyl)ethenyl]phenol
• SMILES (Canonical): CN(C)CCC1=C(C(=C(C=C1)OC)O)C=CC2=CC=C(C=C2)OC
• SMILES (Isomeric): CN(C)CCC1=C(C(=C(C=C1)OC)O)/C=C/C2=CC=C(C=C2)OC
• InChI: InChI=1S/C20H25NO3/c1-21(2)14-13-16-8-12-19(24-4)20(22)18(16)11-7-15-5-9-17(23-3)10-6-15/h5-12,22H,13-14H2,1-4H3/b11-7+
• InChI Key: GVZVHYFESLXAML-YRNVUSSQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₅NO₃
• Molecular Weight: 327.40 g/mol
• Exact Mass: 327.18344366 g/mol
• Topological Polar Surface Area (TPSA): 41.90 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9678	96.78%
Caco-2	+	0.9483	94.83%
Blood Brain Barrier	+	0.5820	58.20%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8178	81.78%
OATP2B1 inhibitior	-	0.8631	86.31%
OATP1B1 inhibitior	+	0.8789	87.89%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.7865	78.65%
P-glycoprotein inhibitior	+	0.7365	73.65%
P-glycoprotein substrate	-	0.7144	71.44%
CYP3A4 substrate	+	0.6171	61.71%
CYP2C9 substrate	+	0.7713	77.13%
CYP2D6 substrate	+	0.6387	63.87%
CYP3A4 inhibition	-	0.6778	67.78%
CYP2C9 inhibition	-	0.6202	62.02%
CYP2C19 inhibition	-	0.7917	79.17%
CYP2D6 inhibition	+	0.6365	63.65%
CYP1A2 inhibition	+	0.5996	59.96%
CYP2C8 inhibition	-	0.5844	58.44%
CYP inhibitory promiscuity	-	0.7417	74.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7394	73.94%
Carcinogenicity (trinary)	Non-required	0.7077	70.77%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9475	94.75%
Skin irritation	-	0.7094	70.94%
Skin corrosion	-	0.8339	83.39%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7880	78.80%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8257	82.57%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8713	87.13%
Acute Oral Toxicity (c)	III	0.5935	59.35%
Estrogen receptor binding	+	0.7370	73.70%
Androgen receptor binding	+	0.7034	70.34%
Thyroid receptor binding	+	0.7381	73.81%
Glucocorticoid receptor binding	+	0.6912	69.12%
Aromatase binding	+	0.8478	84.78%
PPAR gamma	-	0.5768	57.68%
Honey bee toxicity	-	0.8878	88.78%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9594	95.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.81%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.38%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.19%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.19%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.73%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.42%	86.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.81%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.99%	99.17%
CHEMBL2581	P07339	Cathepsin D	84.96%	98.95%
CHEMBL2487	P05067	Beta amyloid A4 protein	83.43%	96.74%
CHEMBL4208	P20618	Proteasome component C5	82.27%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	81.75%	94.73%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.52%	90.24%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.11%	86.92%
CHEMBL1255126	O15151	Protein Mdm4	80.17%	90.20%

Plants that contains it

• Ceratocapnos claviculata
• Corydalis yanhusuo

Cross-Links

• PubChem: 12314123
• NPASS: NPC112172