(4-Nitrophenyl) 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 8be7b0f9-5489-4dc9-b96c-da75a2ff8152
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: (4-nitrophenyl) 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• InChI: InChI=1S/C16H13NO6/c1-22-15-10-11(2-8-14(15)18)3-9-16(19)23-13-6-4-12(5-7-13)17(20)21/h2-10,18H,1H3
• InChI Key: VIQDYVAKUJDZBD-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₃NO₆
• Molecular Weight: 315.28 g/mol
• Exact Mass: 315.07428713 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 6
• 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	+	0.9479	94.79%
Caco-2	-	0.5333	53.33%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6120	61.20%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9036	90.36%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8055	80.55%
P-glycoprotein inhibitior	-	0.8620	86.20%
P-glycoprotein substrate	-	0.9434	94.34%
CYP3A4 substrate	+	0.5844	58.44%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.7158	71.58%
CYP2C9 inhibition	-	0.6851	68.51%
CYP2C19 inhibition	-	0.7038	70.38%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	-	0.7301	73.01%
CYP2C8 inhibition	+	0.7259	72.59%
CYP inhibitory promiscuity	-	0.5553	55.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5034	50.34%
Carcinogenicity (trinary)	Warning	0.4106	41.06%
Eye corrosion	-	0.9763	97.63%
Eye irritation	+	0.5812	58.12%
Skin irritation	-	0.7717	77.17%
Skin corrosion	-	0.9660	96.60%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6572	65.72%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9135	91.35%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.7550	75.50%
Nephrotoxicity	+	0.4612	46.12%
Acute Oral Toxicity (c)	III	0.7092	70.92%
Estrogen receptor binding	+	0.8988	89.88%
Androgen receptor binding	+	0.8550	85.50%
Thyroid receptor binding	+	0.5167	51.67%
Glucocorticoid receptor binding	+	0.6148	61.48%
Aromatase binding	+	0.5922	59.22%
PPAR gamma	-	0.5555	55.55%
Honey bee toxicity	-	0.8861	88.61%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9943	99.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.87%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.70%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	95.70%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.42%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.01%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.11%	99.17%
CHEMBL4208	P20618	Proteasome component C5	90.82%	90.00%
CHEMBL3194	P02766	Transthyretin	90.81%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.80%	96.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.43%	92.88%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.54%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.45%	91.07%
CHEMBL2535	P11166	Glucose transporter	82.91%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	82.71%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.03%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.75%	92.94%

Plants that contains it

• Trivalvaria costata

Cross-Links

• PubChem: 67089990
• NPASS: NPC141868