5-(4-Hydroxy-3-methoxyphenyl)-1-piperidin-1-ylpent-2-en-1-one

Details

• Internal ID: e90b0435-1089-4cf4-9d03-9105de7f834f
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 5-(4-hydroxy-3-methoxyphenyl)-1-piperidin-1-ylpent-2-en-1-one
• SMILES (Canonical): COC1=C(C=CC(=C1)CCC=CC(=O)N2CCCCC2)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CCC=CC(=O)N2CCCCC2)O
• InChI: InChI=1S/C17H23NO3/c1-21-16-13-14(9-10-15(16)19)7-3-4-8-17(20)18-11-5-2-6-12-18/h4,8-10,13,19H,2-3,5-7,11-12H2,1H3
• InChI Key: VHTQQWCWSZHGTL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO₃
• Molecular Weight: 289.40 g/mol
• Exact Mass: 289.16779360 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9761	97.61%
Caco-2	+	0.8041	80.41%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8712	87.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9239	92.39%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.6872	68.72%
P-glycoprotein inhibitior	-	0.8081	80.81%
P-glycoprotein substrate	-	0.6452	64.52%
CYP3A4 substrate	+	0.5476	54.76%
CYP2C9 substrate	-	0.6056	60.56%
CYP2D6 substrate	-	0.8320	83.20%
CYP3A4 inhibition	-	0.8610	86.10%
CYP2C9 inhibition	-	0.7183	71.83%
CYP2C19 inhibition	-	0.7661	76.61%
CYP2D6 inhibition	-	0.6839	68.39%
CYP1A2 inhibition	-	0.6655	66.55%
CYP2C8 inhibition	+	0.6340	63.40%
CYP inhibitory promiscuity	-	0.6772	67.72%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6269	62.69%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.4874	48.74%
Skin irritation	-	0.7264	72.64%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.8654	86.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7705	77.05%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8690	86.90%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.9114	91.14%
Acute Oral Toxicity (c)	III	0.6393	63.93%
Estrogen receptor binding	+	0.7740	77.40%
Androgen receptor binding	+	0.6804	68.04%
Thyroid receptor binding	+	0.6929	69.29%
Glucocorticoid receptor binding	+	0.6186	61.86%
Aromatase binding	+	0.7878	78.78%
PPAR gamma	+	0.5903	59.03%
Honey bee toxicity	-	0.9405	94.05%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	-	0.5089	50.89%

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	98.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.17%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.65%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.24%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.18%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.77%	95.56%
CHEMBL4208	P20618	Proteasome component C5	89.68%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.46%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.92%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.84%	90.71%
CHEMBL2535	P11166	Glucose transporter	85.33%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.00%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.15%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.85%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.74%	92.94%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.89%	90.24%

Plants that contains it

• Piper nigrum

Cross-Links

• PubChem: 73035590
• LOTUS: LTS0011454
• wikiData: Q105286617