4-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]but-2-enamide

Details

• Internal ID: d4c8519f-3095-4594-9cbc-432285ae5f79
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 4-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]but-2-enamide
• InChI: InChI=1S/C19H21NO4/c1-24-18-13-15(7-10-17(18)22)3-2-4-19(23)20-12-11-14-5-8-16(21)9-6-14/h2,4-10,13,21-22H,3,11-12H2,1H3,(H,20,23)
• InChI Key: UPNWOCRDANTCBA-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.40 g/mol
• Exact Mass: 327.14705815 g/mol
• Topological Polar Surface Area (TPSA): 78.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9684	96.84%
Caco-2	+	0.5240	52.40%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8153	81.53%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8838	88.38%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7699	76.99%
P-glycoprotein inhibitior	-	0.6130	61.30%
P-glycoprotein substrate	+	0.6486	64.86%
CYP3A4 substrate	+	0.5620	56.20%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.8254	82.54%
CYP3A4 inhibition	+	0.7034	70.34%
CYP2C9 inhibition	-	0.6453	64.53%
CYP2C19 inhibition	-	0.7209	72.09%
CYP2D6 inhibition	-	0.7152	71.52%
CYP1A2 inhibition	-	0.6162	61.62%
CYP2C8 inhibition	+	0.9174	91.74%
CYP inhibitory promiscuity	-	0.5393	53.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7671	76.71%
Carcinogenicity (trinary)	Non-required	0.7043	70.43%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8320	83.20%
Skin irritation	-	0.6721	67.21%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6681	66.81%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9070	90.70%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8119	81.19%
Acute Oral Toxicity (c)	III	0.6564	65.64%
Estrogen receptor binding	+	0.8867	88.67%
Androgen receptor binding	+	0.6982	69.82%
Thyroid receptor binding	+	0.5554	55.54%
Glucocorticoid receptor binding	+	0.8476	84.76%
Aromatase binding	+	0.7705	77.05%
PPAR gamma	+	0.7094	70.94%
Honey bee toxicity	-	0.8767	87.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.6515	65.15%

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	98.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.44%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.52%	99.17%
CHEMBL2581	P07339	Cathepsin D	96.21%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	92.74%	90.20%
CHEMBL2535	P11166	Glucose transporter	92.53%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.18%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.16%	94.45%
CHEMBL4208	P20618	Proteasome component C5	89.39%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.21%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.45%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.53%	85.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.31%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.22%	95.89%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	80.86%	97.03%
CHEMBL3401	O75469	Pregnane X receptor	80.57%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	80.17%	91.19%

Plants that contains it

• Pisonia aculeata

Cross-Links

• PubChem: 163090817
• LOTUS: LTS0249766
• wikiData: Q105276900