methyl 5-hydroxy-4-[2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl]-4a,5,7,7a-tetrahydro-4H-furo[3,4-b]pyran-3-carboxylate

Details

• Internal ID: 60e3d331-f020-492a-a0f5-a672a20f7afb
• Taxonomy: Benzenoids > Phenols > Tyrosols and derivatives
• IUPAC Name: methyl 5-hydroxy-4-[2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl]-4a,5,7,7a-tetrahydro-4H-furo[3,4-b]pyran-3-carboxylate
• InChI: InChI=1S/C19H22O8/c1-24-18(22)14-9-26-15-10-27-19(23)17(15)13(14)8-16(21)25-7-6-11-2-4-12(20)5-3-11/h2-5,9,13,15,17,19-20,23H,6-8,10H2,1H3
• InChI Key: DWZAHHHTINRSFL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₈
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.13146766 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9296	92.96%
Caco-2	-	0.7390	73.90%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.9093	90.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8094	80.94%
OATP1B3 inhibitior	+	0.9527	95.27%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6794	67.94%
P-glycoprotein inhibitior	+	0.6238	62.38%
P-glycoprotein substrate	+	0.5436	54.36%
CYP3A4 substrate	+	0.6743	67.43%
CYP2C9 substrate	+	0.5976	59.76%
CYP2D6 substrate	-	0.8505	85.05%
CYP3A4 inhibition	-	0.8248	82.48%
CYP2C9 inhibition	-	0.8113	81.13%
CYP2C19 inhibition	-	0.5199	51.99%
CYP2D6 inhibition	-	0.8160	81.60%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.8075	80.75%
CYP inhibitory promiscuity	-	0.5913	59.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4358	43.58%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8774	87.74%
Skin irritation	-	0.8228	82.28%
Skin corrosion	-	0.9578	95.78%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4632	46.32%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6341	63.41%
skin sensitisation	-	0.8376	83.76%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6922	69.22%
Acute Oral Toxicity (c)	III	0.3591	35.91%
Estrogen receptor binding	+	0.6948	69.48%
Androgen receptor binding	+	0.6764	67.64%
Thyroid receptor binding	-	0.5115	51.15%
Glucocorticoid receptor binding	+	0.6840	68.40%
Aromatase binding	-	0.6322	63.22%
PPAR gamma	+	0.6202	62.02%
Honey bee toxicity	-	0.7830	78.30%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9575	95.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.13%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.97%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.64%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.73%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.25%	86.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.62%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.51%	90.71%
CHEMBL4208	P20618	Proteasome component C5	83.74%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	83.32%	94.73%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.87%	85.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.29%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.04%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.82%	97.09%

Plants that contains it

• Ligustrum vulgare

Cross-Links

• PubChem: 163189641
• LOTUS: LTS0095422
• wikiData: Q104990863