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

Details

• Internal ID: d191924f-3c7f-4d05-8585-f8f75829ec4d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: methyl 2,4-dihydroxy-5-[3-hydroxy-2-(methoxymethyl)-5-methylphenoxy]-3,6-dimethylbenzoate
• SMILES (Canonical): CC1=CC(=C(C(=C1)OC2=C(C(=C(C(=C2C)C(=O)OC)O)C)O)COC)O
• SMILES (Isomeric): CC1=CC(=C(C(=C1)OC2=C(C(=C(C(=C2C)C(=O)OC)O)C)O)COC)O
• InChI: InChI=1S/C19H22O7/c1-9-6-13(20)12(8-24-4)14(7-9)26-18-10(2)15(19(23)25-5)16(21)11(3)17(18)22/h6-7,20-22H,8H2,1-5H3
• InChI Key: HIIMSMBCINXEDY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₇
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.13655304 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9471	94.71%
Caco-2	+	0.7813	78.13%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8254	82.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7713	77.13%
OATP1B3 inhibitior	-	0.2226	22.26%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6180	61.80%
P-glycoprotein inhibitior	-	0.6879	68.79%
P-glycoprotein substrate	-	0.7922	79.22%
CYP3A4 substrate	+	0.5479	54.79%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8661	86.61%
CYP3A4 inhibition	-	0.8537	85.37%
CYP2C9 inhibition	-	0.7212	72.12%
CYP2C19 inhibition	-	0.8112	81.12%
CYP2D6 inhibition	-	0.8850	88.50%
CYP1A2 inhibition	-	0.5767	57.67%
CYP2C8 inhibition	+	0.6603	66.03%
CYP inhibitory promiscuity	-	0.7490	74.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8423	84.23%
Carcinogenicity (trinary)	Non-required	0.7374	73.74%
Eye corrosion	-	0.9871	98.71%
Eye irritation	+	0.6125	61.25%
Skin irritation	-	0.8604	86.04%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6723	67.23%
Micronuclear	-	0.5152	51.52%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8244	82.44%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5170	51.70%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.4594	45.94%
Acute Oral Toxicity (c)	III	0.6881	68.81%
Estrogen receptor binding	+	0.8622	86.22%
Androgen receptor binding	+	0.5917	59.17%
Thyroid receptor binding	+	0.6940	69.40%
Glucocorticoid receptor binding	+	0.7604	76.04%
Aromatase binding	+	0.6479	64.79%
PPAR gamma	+	0.7815	78.15%
Honey bee toxicity	-	0.9107	91.07%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9794	97.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.93%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.44%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.87%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.86%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.99%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.93%	97.21%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.33%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	87.81%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.93%	94.00%
CHEMBL2581	P07339	Cathepsin D	85.92%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.91%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.54%	91.07%
CHEMBL1951	P21397	Monoamine oxidase A	81.55%	91.49%

Plants that contains it

• Adenocarpus foliolosus

Cross-Links

• PubChem: 162842856
• LOTUS: LTS0274285
• wikiData: Q105028868