3-(4-Hydroxy-3-methoxyphenyl)prop-2-enyl 3-phenylprop-2-enoate

Details

• Internal ID: 72e97e9c-30a6-4861-ab89-1710c76cfa09
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: 3-(4-hydroxy-3-methoxyphenyl)prop-2-enyl 3-phenylprop-2-enoate
• InChI: InChI=1S/C19H18O4/c1-22-18-14-16(9-11-17(18)20)8-5-13-23-19(21)12-10-15-6-3-2-4-7-15/h2-12,14,20H,13H2,1H3
• InChI Key: SQEKGAVAEOAXJU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₄
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	+	0.5397	53.97%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.9075	90.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.9677	96.77%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9482	94.82%
P-glycoprotein inhibitior	-	0.7058	70.58%
P-glycoprotein substrate	-	0.9385	93.85%
CYP3A4 substrate	-	0.5265	52.65%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.8380	83.80%
CYP3A4 inhibition	-	0.7629	76.29%
CYP2C9 inhibition	+	0.6576	65.76%
CYP2C19 inhibition	-	0.5785	57.85%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.5273	52.73%
CYP2C8 inhibition	+	0.7943	79.43%
CYP inhibitory promiscuity	+	0.6244	62.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7487	74.87%
Carcinogenicity (trinary)	Non-required	0.6862	68.62%
Eye corrosion	-	0.9807	98.07%
Eye irritation	+	0.7304	73.04%
Skin irritation	-	0.7012	70.12%
Skin corrosion	-	0.9832	98.32%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3985	39.85%
Micronuclear	+	0.5673	56.73%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8467	84.67%
Respiratory toxicity	-	0.9000	90.00%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	-	0.8017	80.17%
Acute Oral Toxicity (c)	III	0.7202	72.02%
Estrogen receptor binding	+	0.9231	92.31%
Androgen receptor binding	+	0.8731	87.31%
Thyroid receptor binding	-	0.5398	53.98%
Glucocorticoid receptor binding	+	0.8244	82.44%
Aromatase binding	+	0.8646	86.46%
PPAR gamma	+	0.5230	52.30%
Honey bee toxicity	-	0.9138	91.38%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.9884	98.84%

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	98.53%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.44%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.38%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.97%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.81%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.38%	99.17%
CHEMBL3194	P02766	Transthyretin	88.96%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.81%	91.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.63%	95.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.72%	89.62%
CHEMBL2535	P11166	Glucose transporter	83.38%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.93%	96.95%
CHEMBL4208	P20618	Proteasome component C5	82.80%	90.00%
CHEMBL5028	O14672	ADAM10	81.18%	97.50%
CHEMBL2581	P07339	Cathepsin D	80.78%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.73%	89.00%

Plants that contains it

• Coreopsis nodosa

Cross-Links

• PubChem: 73159724
• LOTUS: LTS0236082
• wikiData: Q105257808