Methyl 5-[2-(ethoxymethyl)-3-hydroxy-5-methylphenoxy]-2,4-dihydroxy-3,6-dimethylbenzoate

Details

• Internal ID: 1c001f0d-769b-474d-a89b-1d6e0f8ea165
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: methyl 5-[2-(ethoxymethyl)-3-hydroxy-5-methylphenoxy]-2,4-dihydroxy-3,6-dimethylbenzoate
• SMILES (Canonical): CCOCC1=C(C=C(C=C1OC2=C(C(=C(C(=C2C)C(=O)OC)O)C)O)C)O
• SMILES (Isomeric): CCOCC1=C(C=C(C=C1OC2=C(C(=C(C(=C2C)C(=O)OC)O)C)O)C)O
• InChI: InChI=1S/C20H24O7/c1-6-26-9-13-14(21)7-10(2)8-15(13)27-19-11(3)16(20(24)25-5)17(22)12(4)18(19)23/h7-8,21-23H,6,9H2,1-5H3
• InChI Key: FADQNTZJFVHRFT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₇
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.15220310 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9726	97.26%
Caco-2	+	0.7142	71.42%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8266	82.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7815	78.15%
OATP1B3 inhibitior	+	0.8889	88.89%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8491	84.91%
P-glycoprotein inhibitior	-	0.5736	57.36%
P-glycoprotein substrate	-	0.7640	76.40%
CYP3A4 substrate	+	0.5797	57.97%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8661	86.61%
CYP3A4 inhibition	-	0.9194	91.94%
CYP2C9 inhibition	-	0.6593	65.93%
CYP2C19 inhibition	-	0.7904	79.04%
CYP2D6 inhibition	-	0.9106	91.06%
CYP1A2 inhibition	-	0.6894	68.94%
CYP2C8 inhibition	+	0.6538	65.38%
CYP inhibitory promiscuity	-	0.7005	70.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8423	84.23%
Carcinogenicity (trinary)	Non-required	0.7307	73.07%
Eye corrosion	-	0.9897	98.97%
Eye irritation	+	0.5450	54.50%
Skin irritation	-	0.8404	84.04%
Skin corrosion	-	0.9692	96.92%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6582	65.82%
Micronuclear	-	0.5952	59.52%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8387	83.87%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5059	50.59%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.4609	46.09%
Acute Oral Toxicity (c)	III	0.7660	76.60%
Estrogen receptor binding	+	0.8965	89.65%
Androgen receptor binding	+	0.6136	61.36%
Thyroid receptor binding	+	0.6480	64.80%
Glucocorticoid receptor binding	+	0.7991	79.91%
Aromatase binding	+	0.7393	73.93%
PPAR gamma	+	0.8245	82.45%
Honey bee toxicity	-	0.8738	87.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9793	97.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.98%	96.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.43%	95.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.24%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.46%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.27%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.39%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.17%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.39%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.90%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.08%	91.49%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	81.79%	91.79%

Plants that contains it

• Adenocarpus foliolosus

Cross-Links

• PubChem: 11552558
• LOTUS: LTS0215985
• wikiData: Q104992188