[6-[2-(3,4-Dihydroxyphenyl)ethoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 59d09415-c6d1-43dc-ad51-5b1bdfc3d809
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: [6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OCCC3=CC(=C(C=C3)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OCCC3=CC(=C(C=C3)O)O)O)O)O)O
• InChI: InChI=1S/C23H26O10/c24-15-5-1-13(2-6-15)4-8-19(27)32-12-18-20(28)21(29)22(30)23(33-18)31-10-9-14-3-7-16(25)17(26)11-14/h1-8,11,18,20-26,28-30H,9-10,12H2
• InChI Key: DNMNWOHCZHSQAI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₁₀
• Molecular Weight: 462.40 g/mol
• Exact Mass: 462.15259702 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.43
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6933	69.33%
Caco-2	-	0.9022	90.22%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.7695	76.95%
OATP2B1 inhibitior	-	0.8505	85.05%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.9235	92.35%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5288	52.88%
P-glycoprotein inhibitior	-	0.6633	66.33%
P-glycoprotein substrate	-	0.8531	85.31%
CYP3A4 substrate	+	0.6049	60.49%
CYP2C9 substrate	-	0.8026	80.26%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.8531	85.31%
CYP2C9 inhibition	-	0.5814	58.14%
CYP2C19 inhibition	-	0.7090	70.90%
CYP2D6 inhibition	-	0.8795	87.95%
CYP1A2 inhibition	-	0.8123	81.23%
CYP2C8 inhibition	+	0.7879	78.79%
CYP inhibitory promiscuity	-	0.6635	66.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6621	66.21%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8727	87.27%
Skin irritation	-	0.8358	83.58%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3768	37.68%
Micronuclear	-	0.5967	59.67%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.7851	78.51%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8850	88.50%
Acute Oral Toxicity (c)	III	0.7165	71.65%
Estrogen receptor binding	+	0.6285	62.85%
Androgen receptor binding	+	0.6769	67.69%
Thyroid receptor binding	-	0.5103	51.03%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5223	52.23%
PPAR gamma	+	0.5509	55.09%
Honey bee toxicity	-	0.7044	70.44%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8964	89.64%

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	99.23%	91.11%
CHEMBL3194	P02766	Transthyretin	96.82%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.51%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.87%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.73%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.36%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	90.40%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.13%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.50%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.05%	96.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.00%	89.67%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.70%	85.31%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.82%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.69%	86.92%
CHEMBL2581	P07339	Cathepsin D	84.32%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.97%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.87%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.81%	97.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.55%	94.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.50%	96.37%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.04%	91.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.96%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	81.81%	95.93%
CHEMBL4208	P20618	Proteasome component C5	81.11%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.06%	80.78%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.48%	85.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.21%	95.89%

Plants that contains it

• Globularia alypum

Cross-Links

• PubChem: 73072477
• LOTUS: LTS0020844
• wikiData: Q104985640