4-[4-Hydroxy-2-(3-hydroxy-5-methylphenoxy)-6-methylphenyl]-2-methylbut-2-enoic acid

Details

• Internal ID: b4e5d36c-4ff8-4a98-9251-379047d1e985
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: 4-[4-hydroxy-2-(3-hydroxy-5-methylphenoxy)-6-methylphenyl]-2-methylbut-2-enoic acid
• SMILES (Canonical): CC1=CC(=CC(=C1)OC2=C(C(=CC(=C2)O)C)CC=C(C)C(=O)O)O
• SMILES (Isomeric): CC1=CC(=CC(=C1)OC2=C(C(=CC(=C2)O)C)CC=C(C)C(=O)O)O
• InChI: InChI=1S/C19H20O5/c1-11-6-14(20)9-16(7-11)24-18-10-15(21)8-13(3)17(18)5-4-12(2)19(22)23/h4,6-10,20-21H,5H2,1-3H3,(H,22,23)
• InChI Key: ZUMMPDPSYDOKEH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.13107373 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 4
• 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	+	0.9886	98.86%
Caco-2	+	0.7779	77.79%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8667	86.67%
OATP2B1 inhibitior	-	0.7044	70.44%
OATP1B1 inhibitior	+	0.8686	86.86%
OATP1B3 inhibitior	+	0.8935	89.35%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5538	55.38%
P-glycoprotein inhibitior	-	0.8660	86.60%
P-glycoprotein substrate	-	0.9397	93.97%
CYP3A4 substrate	-	0.5151	51.51%
CYP2C9 substrate	-	0.5770	57.70%
CYP2D6 substrate	-	0.8928	89.28%
CYP3A4 inhibition	-	0.7672	76.72%
CYP2C9 inhibition	+	0.6548	65.48%
CYP2C19 inhibition	+	0.8925	89.25%
CYP2D6 inhibition	-	0.6351	63.51%
CYP1A2 inhibition	+	0.7694	76.94%
CYP2C8 inhibition	+	0.4686	46.86%
CYP inhibitory promiscuity	+	0.8976	89.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6955	69.55%
Carcinogenicity (trinary)	Non-required	0.6672	66.72%
Eye corrosion	-	0.9941	99.41%
Eye irritation	+	0.6147	61.47%
Skin irritation	-	0.7674	76.74%
Skin corrosion	-	0.9755	97.55%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4868	48.68%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6085	60.85%
skin sensitisation	-	0.7383	73.83%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.5531	55.31%
Acute Oral Toxicity (c)	III	0.6021	60.21%
Estrogen receptor binding	+	0.7682	76.82%
Androgen receptor binding	+	0.7397	73.97%
Thyroid receptor binding	-	0.5337	53.37%
Glucocorticoid receptor binding	+	0.8236	82.36%
Aromatase binding	+	0.6029	60.29%
PPAR gamma	+	0.8372	83.72%
Honey bee toxicity	-	0.7748	77.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	94.97%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.65%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.35%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.58%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.44%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.32%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.98%	99.15%
CHEMBL4208	P20618	Proteasome component C5	86.78%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.78%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.24%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	80.43%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.19%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684192
• LOTUS: LTS0145132
• wikiData: Q105383816