[4-(4-Hydroxyphenyl)-2-oxobut-3-enyl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: fb5ed5fc-5e56-49dd-bc4a-f487244d3b8b
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [4-(4-hydroxyphenyl)-2-oxobut-3-enyl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC(=O)C=CC2=CC=C(C=C2)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C=CC(=O)OCC(=O)C=CC2=CC=C(C=C2)O)O
• InChI: InChI=1S/C20H18O6/c1-25-19-12-15(5-10-18(19)23)6-11-20(24)26-13-17(22)9-4-14-2-7-16(21)8-3-14/h2-12,21,23H,13H2,1H3
• InChI Key: YJCNIIKXRAQFAR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₆
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.11033829 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9723	97.23%
Caco-2	-	0.6895	68.95%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8922	89.22%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.9234	92.34%
OATP1B3 inhibitior	+	0.9102	91.02%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8281	82.81%
P-glycoprotein inhibitior	-	0.7087	70.87%
P-glycoprotein substrate	-	0.8665	86.65%
CYP3A4 substrate	-	0.5126	51.26%
CYP2C9 substrate	-	0.8010	80.10%
CYP2D6 substrate	-	0.8414	84.14%
CYP3A4 inhibition	-	0.7900	79.00%
CYP2C9 inhibition	+	0.8691	86.91%
CYP2C19 inhibition	+	0.6054	60.54%
CYP2D6 inhibition	-	0.8396	83.96%
CYP1A2 inhibition	+	0.5646	56.46%
CYP2C8 inhibition	+	0.8295	82.95%
CYP inhibitory promiscuity	-	0.6041	60.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7852	78.52%
Carcinogenicity (trinary)	Non-required	0.7186	71.86%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.6407	64.07%
Skin irritation	-	0.8455	84.55%
Skin corrosion	-	0.9675	96.75%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8154	81.54%
Micronuclear	+	0.6184	61.84%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.8268	82.68%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.6993	69.93%
Acute Oral Toxicity (c)	III	0.7285	72.85%
Estrogen receptor binding	+	0.7927	79.27%
Androgen receptor binding	+	0.7545	75.45%
Thyroid receptor binding	-	0.5584	55.84%
Glucocorticoid receptor binding	+	0.7180	71.80%
Aromatase binding	+	0.5889	58.89%
PPAR gamma	-	0.5292	52.92%
Honey bee toxicity	-	0.9122	91.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9846	98.46%

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	98.11%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.18%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.11%	96.00%
CHEMBL3194	P02766	Transthyretin	94.98%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.44%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.71%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.28%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.87%	89.62%
CHEMBL4208	P20618	Proteasome component C5	89.44%	90.00%
CHEMBL2535	P11166	Glucose transporter	87.51%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.33%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.18%	89.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.95%	91.71%

Plants that contains it

• Curcuma longa

Cross-Links

• PubChem: 73318874
• LOTUS: LTS0258065
• wikiData: Q105349179