3-(4-hydroxy-3-methoxyphenyl)-N-(2-phenylethyl)prop-2-enamide

Details

• Internal ID: a0d92885-39f6-4ad6-ac95-1dfbeab6e881
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: 3-(4-hydroxy-3-methoxyphenyl)-N-(2-phenylethyl)prop-2-enamide
• InChI: InChI=1S/C18H19NO3/c1-22-17-13-15(7-9-16(17)20)8-10-18(21)19-12-11-14-5-3-2-4-6-14/h2-10,13,20H,11-12H2,1H3,(H,19,21)
• InChI Key: QSHSRHRDAVWDHM-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₉NO₃
• Molecular Weight: 297.30 g/mol
• Exact Mass: 297.13649347 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.5160	51.60%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8386	83.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9143	91.43%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8782	87.82%
P-glycoprotein inhibitior	-	0.8414	84.14%
P-glycoprotein substrate	-	0.5537	55.37%
CYP3A4 substrate	+	0.5199	51.99%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.7988	79.88%
CYP3A4 inhibition	+	0.6261	62.61%
CYP2C9 inhibition	-	0.7092	70.92%
CYP2C19 inhibition	-	0.7904	79.04%
CYP2D6 inhibition	-	0.6662	66.62%
CYP1A2 inhibition	-	0.5692	56.92%
CYP2C8 inhibition	+	0.9150	91.50%
CYP inhibitory promiscuity	-	0.6257	62.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7771	77.71%
Carcinogenicity (trinary)	Non-required	0.6710	67.10%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.8039	80.39%
Skin irritation	-	0.6599	65.99%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7783	77.83%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6948	69.48%
skin sensitisation	-	0.8928	89.28%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8946	89.46%
Acute Oral Toxicity (c)	III	0.6339	63.39%
Estrogen receptor binding	+	0.9006	90.06%
Androgen receptor binding	+	0.8785	87.85%
Thyroid receptor binding	-	0.5757	57.57%
Glucocorticoid receptor binding	+	0.5607	56.07%
Aromatase binding	+	0.7996	79.96%
PPAR gamma	+	0.6220	62.20%
Honey bee toxicity	-	0.8969	89.69%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.4406	44.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.83%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.88%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.31%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.27%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.50%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.88%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	91.88%	90.20%
CHEMBL2535	P11166	Glucose transporter	88.17%	98.75%
CHEMBL4208	P20618	Proteasome component C5	86.42%	90.00%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	86.02%	96.67%
CHEMBL3401	O75469	Pregnane X receptor	83.95%	94.73%
CHEMBL5028	O14672	ADAM10	82.89%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	80.60%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.07%	89.00%

Plants that contains it

• Annona cherimola

Cross-Links

• PubChem: 66641426
• LOTUS: LTS0144820
• wikiData: Q105227006