3-[3-(4-Hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxy]-4-methoxy-4-oxobutanoic acid

Details

• Internal ID: b9c476e0-4bef-459b-9db8-93db67b8022e
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: 3-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxy]-4-methoxy-4-oxobutanoic acid
• InChI: InChI=1S/C16H18O9/c1-22-10-6-9(7-11(23-2)15(10)20)4-5-14(19)25-12(8-13(17)18)16(21)24-3/h4-7,12,20H,8H2,1-3H3,(H,17,18)
• InChI Key: UBQMBIFYXNOHMG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₉
• Molecular Weight: 354.31 g/mol
• Exact Mass: 354.09508215 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9669	96.69%
Caco-2	-	0.5867	58.67%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7345	73.45%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8708	87.08%
OATP1B3 inhibitior	+	0.8888	88.88%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4844	48.44%
P-glycoprotein inhibitior	-	0.7864	78.64%
P-glycoprotein substrate	-	0.6687	66.87%
CYP3A4 substrate	+	0.5097	50.97%
CYP2C9 substrate	-	0.5979	59.79%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.8432	84.32%
CYP2C9 inhibition	-	0.9013	90.13%
CYP2C19 inhibition	-	0.8738	87.38%
CYP2D6 inhibition	-	0.8562	85.62%
CYP1A2 inhibition	-	0.8779	87.79%
CYP2C8 inhibition	+	0.5829	58.29%
CYP inhibitory promiscuity	-	0.9241	92.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7697	76.97%
Carcinogenicity (trinary)	Non-required	0.7017	70.17%
Eye corrosion	-	0.9601	96.01%
Eye irritation	-	0.7773	77.73%
Skin irritation	-	0.7625	76.25%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7068	70.68%
Micronuclear	+	0.5977	59.77%
Hepatotoxicity	-	0.6916	69.16%
skin sensitisation	-	0.6989	69.89%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.8302	83.02%
Acute Oral Toxicity (c)	III	0.5703	57.03%
Estrogen receptor binding	+	0.8606	86.06%
Androgen receptor binding	+	0.6828	68.28%
Thyroid receptor binding	-	0.5326	53.26%
Glucocorticoid receptor binding	+	0.7257	72.57%
Aromatase binding	-	0.6691	66.91%
PPAR gamma	-	0.6028	60.28%
Honey bee toxicity	-	0.8805	88.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9291	92.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	98.28%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.98%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.81%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.80%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.44%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.85%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.81%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.49%	89.00%
CHEMBL1255126	O15151	Protein Mdm4	83.42%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.50%	94.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.43%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.15%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.89%	89.62%
CHEMBL221	P23219	Cyclooxygenase-1	80.05%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 133052639
• LOTUS: LTS0120791
• wikiData: Q105269592