[4-[(Z)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxo-prop-1-enyl]-2-methoxy-phenyl] (E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate

Details

• Internal ID: 7e4d54f9-3155-4093-947e-1f1d58ba3f8b
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [4-[(Z)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-2-methoxyphenyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• InChI: InChI=1S/C28H27NO7/c1-34-25-17-20(5-11-23(25)31)8-14-28(33)36-24-12-6-21(18-26(24)35-2)7-13-27(32)29-16-15-19-3-9-22(30)10-4-19/h3-14,17-18,30-31H,15-16H2,1-2H3,(H,29,32)/b13-7-,14-8+
• InChI Key: XTBGPZOHAWGAEB-MFUUIURDSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₇NO₇
• Molecular Weight: 489.50 g/mol
• Exact Mass: 489.17875220 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

• [4-[(Z)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxo-prop-1-enyl]-2-methoxy-phenyl] (E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
• 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, 4-[(1Z)-3-[[2-(4-hydroxyphenyl)ethyl]amino]-3-oxo-1-propenyl]-2-methoxyphenyl ester, (2E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9550	95.50%
Caco-2	-	0.7826	78.26%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7669	76.69%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9030	90.30%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9428	94.28%
P-glycoprotein inhibitior	+	0.8774	87.74%
P-glycoprotein substrate	+	0.6469	64.69%
CYP3A4 substrate	+	0.6051	60.51%
CYP2C9 substrate	-	0.8087	80.87%
CYP2D6 substrate	-	0.8165	81.65%
CYP3A4 inhibition	-	0.6820	68.20%
CYP2C9 inhibition	-	0.6943	69.43%
CYP2C19 inhibition	-	0.8212	82.12%
CYP2D6 inhibition	-	0.8546	85.46%
CYP1A2 inhibition	-	0.8163	81.63%
CYP2C8 inhibition	+	0.9345	93.45%
CYP inhibitory promiscuity	-	0.8514	85.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7282	72.82%
Carcinogenicity (trinary)	Non-required	0.6829	68.29%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.7535	75.35%
Skin corrosion	-	0.9554	95.54%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7419	74.19%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.7448	74.48%
skin sensitisation	-	0.9258	92.58%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8678	86.78%
Acute Oral Toxicity (c)	III	0.7164	71.64%
Estrogen receptor binding	+	0.7796	77.96%
Androgen receptor binding	+	0.8469	84.69%
Thyroid receptor binding	+	0.7159	71.59%
Glucocorticoid receptor binding	+	0.8228	82.28%
Aromatase binding	-	0.5415	54.15%
PPAR gamma	+	0.7658	76.58%
Honey bee toxicity	-	0.7466	74.66%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8524	85.24%

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	97.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.27%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.32%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.60%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	93.57%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.30%	96.00%
CHEMBL2535	P11166	Glucose transporter	91.59%	98.75%
CHEMBL3194	P02766	Transthyretin	90.57%	90.71%
CHEMBL4208	P20618	Proteasome component C5	90.23%	90.00%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	89.08%	97.03%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.44%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.88%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.85%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.40%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.16%	95.56%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	84.82%	96.67%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	84.54%	89.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.63%	90.71%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.48%	92.29%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.41%	94.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.00%	85.31%

Plants that contains it

• Hibiscus taiwanensis

Cross-Links

• PubChem: 5274620
• LOTUS: LTS0041019
• wikiData: Q105341428