(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enamide

Details

• Internal ID: cfcb32a1-0f78-42bf-814b-1e9669a8e704
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: (E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enamide
• InChI: InChI=1S/C10H11NO3/c1-14-9-4-2-7(6-8(9)12)3-5-10(11)13/h2-6,12H,1H3,(H2,11,13)/b5-3+
• InChI Key: ZSQZIOBLGTWRED-HWKANZROSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₁NO₃
• Molecular Weight: 193.20 g/mol
• Exact Mass: 193.07389321 g/mol
• Topological Polar Surface Area (TPSA): 72.60 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.9140	91.40%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7005	70.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9643	96.43%
OATP1B3 inhibitior	+	0.9710	97.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8116	81.16%
P-glycoprotein inhibitior	-	0.9844	98.44%
P-glycoprotein substrate	-	0.9197	91.97%
CYP3A4 substrate	-	0.6238	62.38%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8289	82.89%
CYP3A4 inhibition	-	0.7667	76.67%
CYP2C9 inhibition	-	0.9663	96.63%
CYP2C19 inhibition	-	0.9428	94.28%
CYP2D6 inhibition	-	0.9551	95.51%
CYP1A2 inhibition	-	0.6790	67.90%
CYP2C8 inhibition	+	0.5430	54.30%
CYP inhibitory promiscuity	-	0.8822	88.22%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.7265	72.65%
Carcinogenicity (trinary)	Non-required	0.4872	48.72%
Eye corrosion	-	0.9689	96.89%
Eye irritation	+	0.8655	86.55%
Skin irritation	-	0.7498	74.98%
Skin corrosion	-	0.9770	97.70%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7271	72.71%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8750	87.50%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7848	78.48%
Acute Oral Toxicity (c)	IV	0.6304	63.04%
Estrogen receptor binding	-	0.5153	51.53%
Androgen receptor binding	+	0.6299	62.99%
Thyroid receptor binding	-	0.7095	70.95%
Glucocorticoid receptor binding	-	0.7582	75.82%
Aromatase binding	-	0.6253	62.53%
PPAR gamma	-	0.6402	64.02%
Honey bee toxicity	-	0.9538	95.38%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.4860	48.60%

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	96.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.69%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.39%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.50%	96.00%
CHEMBL3194	P02766	Transthyretin	92.49%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.60%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.84%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	87.71%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.75%	94.45%
CHEMBL4208	P20618	Proteasome component C5	85.51%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.05%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.31%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.38%	89.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.37%	95.50%
CHEMBL2535	P11166	Glucose transporter	82.52%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16128016
• LOTUS: LTS0001616
• wikiData: Q105382652