[(E)-3-(4-hydroxyphenyl)prop-2-enyl] 3-phenylprop-2-enoate

Details

• Internal ID: 0980163c-a444-42d1-96a5-3c74f25d9e4f
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: [(E)-3-(4-hydroxyphenyl)prop-2-enyl] 3-phenylprop-2-enoate
• InChI: InChI=1S/C18H16O3/c19-17-11-8-16(9-12-17)7-4-14-21-18(20)13-10-15-5-2-1-3-6-15/h1-13,19H,14H2/b7-4+,13-10?
• InChI Key: FPQSTZNMWLAPCO-YQHBQRSUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₃
• Molecular Weight: 280.30 g/mol
• Exact Mass: 280.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 3
• 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	+	0.9973	99.73%
Caco-2	+	0.5691	56.91%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8869	88.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8707	87.07%
OATP1B3 inhibitior	+	0.9195	91.95%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8389	83.89%
P-glycoprotein inhibitior	-	0.9053	90.53%
P-glycoprotein substrate	-	0.9723	97.23%
CYP3A4 substrate	-	0.5903	59.03%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8578	85.78%
CYP3A4 inhibition	-	0.9200	92.00%
CYP2C9 inhibition	-	0.8943	89.43%
CYP2C19 inhibition	+	0.5225	52.25%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	+	0.6006	60.06%
CYP2C8 inhibition	+	0.7568	75.68%
CYP inhibitory promiscuity	+	0.5411	54.11%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6719	67.19%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.9517	95.17%
Skin irritation	-	0.6461	64.61%
Skin corrosion	-	0.9927	99.27%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5882	58.82%
Micronuclear	-	0.5493	54.93%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.9333	93.33%
Reproductive toxicity	-	0.8222	82.22%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.5589	55.89%
Acute Oral Toxicity (c)	III	0.7839	78.39%
Estrogen receptor binding	+	0.9247	92.47%
Androgen receptor binding	+	0.8952	89.52%
Thyroid receptor binding	-	0.7026	70.26%
Glucocorticoid receptor binding	+	0.7052	70.52%
Aromatase binding	+	0.9277	92.77%
PPAR gamma	-	0.5147	51.47%
Honey bee toxicity	-	0.8940	89.40%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9885	98.85%

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	96.27%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.34%	91.11%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	94.91%	91.71%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.29%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.44%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.78%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.63%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.45%	96.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.19%	89.67%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.84%	94.23%
CHEMBL3194	P02766	Transthyretin	84.22%	90.71%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.98%	94.08%
CHEMBL2581	P07339	Cathepsin D	81.91%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.35%	95.50%

Plants that contains it

• Styrax benzoin

Cross-Links

• PubChem: 141631460
• LOTUS: LTS0163030
• wikiData: Q104999343