2-(4-hydroxyphenyl)ethyl (2S)-4-hydroxy-3-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-5-oxofuran-2-carboxylate

Details

• Internal ID: 3705a143-bce5-4403-938f-3189814f00e4
• Taxonomy: Benzenoids > Phenols > Tyrosols and derivatives
• IUPAC Name: 2-(4-hydroxyphenyl)ethyl (2S)-4-hydroxy-3-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-5-oxofuran-2-carboxylate
• SMILES (Canonical): C1=CC(=CC=C1CCOC(=O)C2(C(=C(C(=O)O2)O)C3=CC=C(C=C3)O)CC4=CC=C(C=C4)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CCOC(=O)[C@@]2(C(=C(C(=O)O2)O)C3=CC=C(C=C3)O)CC4=CC=C(C=C4)O)O
• InChI: InChI=1S/C26H22O8/c27-19-7-1-16(2-8-19)13-14-33-25(32)26(15-17-3-9-20(28)10-4-17)22(23(30)24(31)34-26)18-5-11-21(29)12-6-18/h1-12,27-30H,13-15H2/t26-/m0/s1
• InChI Key: RIYLMXUFHGEKAY-SANMLTNESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₂O₈
• Molecular Weight: 462.40 g/mol
• Exact Mass: 462.13146766 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9355	93.55%
Caco-2	-	0.8121	81.21%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9168	91.68%
OATP2B1 inhibitior	-	0.5683	56.83%
OATP1B1 inhibitior	+	0.8749	87.49%
OATP1B3 inhibitior	+	0.9036	90.36%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8090	80.90%
P-glycoprotein inhibitior	+	0.6179	61.79%
P-glycoprotein substrate	-	0.8380	83.80%
CYP3A4 substrate	+	0.5705	57.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8521	85.21%
CYP3A4 inhibition	-	0.8792	87.92%
CYP2C9 inhibition	+	0.5058	50.58%
CYP2C19 inhibition	-	0.6316	63.16%
CYP2D6 inhibition	-	0.9050	90.50%
CYP1A2 inhibition	-	0.6896	68.96%
CYP2C8 inhibition	+	0.8505	85.05%
CYP inhibitory promiscuity	+	0.5501	55.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9271	92.71%
Carcinogenicity (trinary)	Non-required	0.5078	50.78%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.8067	80.67%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5411	54.11%
Micronuclear	-	0.6067	60.67%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8473	84.73%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7128	71.28%
Acute Oral Toxicity (c)	III	0.5197	51.97%
Estrogen receptor binding	+	0.8096	80.96%
Androgen receptor binding	+	0.8112	81.12%
Thyroid receptor binding	+	0.5137	51.37%
Glucocorticoid receptor binding	+	0.6819	68.19%
Aromatase binding	+	0.5898	58.98%
PPAR gamma	+	0.7136	71.36%
Honey bee toxicity	-	0.7869	78.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9898	98.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.48%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.59%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.15%	94.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.54%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.41%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.11%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.45%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.80%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.32%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.12%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.24%	91.71%
CHEMBL1944	P08473	Neprilysin	83.63%	92.63%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162920393
• LOTUS: LTS0007943
• wikiData: Q105237281