3-(4-hydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethenyl]-2-methoxyprop-2-enamide

Details

• Internal ID: 2b553de4-fbe3-4266-a919-f3427ad6590f
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: 3-(4-hydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethenyl]-2-methoxyprop-2-enamide
• InChI: InChI=1S/C18H17NO4/c1-23-17(12-14-4-8-16(21)9-5-14)18(22)19-11-10-13-2-6-15(20)7-3-13/h2-12,20-21H,1H3,(H,19,22)
• InChI Key: ZEMJXZVZGDTQEK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇NO₄
• Molecular Weight: 311.30 g/mol
• Exact Mass: 311.11575802 g/mol
• Topological Polar Surface Area (TPSA): 78.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	+	0.6411	64.11%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6859	68.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9122	91.22%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5692	56.92%
P-glycoprotein inhibitior	-	0.7334	73.34%
P-glycoprotein substrate	-	0.9104	91.04%
CYP3A4 substrate	-	0.5246	52.46%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8368	83.68%
CYP3A4 inhibition	+	0.6250	62.50%
CYP2C9 inhibition	-	0.7498	74.98%
CYP2C19 inhibition	-	0.9041	90.41%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	-	0.6853	68.53%
CYP2C8 inhibition	+	0.4523	45.23%
CYP inhibitory promiscuity	+	0.5366	53.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7032	70.32%
Carcinogenicity (trinary)	Non-required	0.4789	47.89%
Eye corrosion	-	0.9943	99.43%
Eye irritation	+	0.5395	53.95%
Skin irritation	-	0.8402	84.02%
Skin corrosion	-	0.9818	98.18%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3690	36.90%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5139	51.39%
skin sensitisation	-	0.9138	91.38%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.7737	77.37%
Acute Oral Toxicity (c)	III	0.6062	60.62%
Estrogen receptor binding	+	0.8458	84.58%
Androgen receptor binding	+	0.8443	84.43%
Thyroid receptor binding	+	0.5559	55.59%
Glucocorticoid receptor binding	+	0.6852	68.52%
Aromatase binding	+	0.7721	77.21%
PPAR gamma	+	0.6217	62.17%
Honey bee toxicity	-	0.9038	90.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8408	84.08%

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	93.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.63%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.13%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.71%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.35%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.92%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.87%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	82.70%	94.73%
CHEMBL2581	P07339	Cathepsin D	81.92%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72766513
• LOTUS: LTS0214979
• wikiData: Q105373403