3,4-Dimethoxy-2,5-bis(4-methoxyphenyl)phenol

Details

• Internal ID: 8a17e355-c237-4a34-b221-61a28abca105
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Terphenyls > P-terphenyls
• IUPAC Name: 3,4-dimethoxy-2,5-bis(4-methoxyphenyl)phenol
• InChI: InChI=1S/C22H22O5/c1-24-16-9-5-14(6-10-16)18-13-19(23)20(22(27-4)21(18)26-3)15-7-11-17(25-2)12-8-15/h5-13,23H,1-4H3
• InChI Key: PWJWVNUGXDCMKF-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₅
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.14672380 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• CHEMBL2289484
• 3,4-dimethoxy-2,5-bis(4-methoxyphenyl)phenol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.8345	83.45%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8847	88.47%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9026	90.26%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9285	92.85%
P-glycoprotein inhibitior	+	0.7630	76.30%
P-glycoprotein substrate	-	0.9653	96.53%
CYP3A4 substrate	-	0.5429	54.29%
CYP2C9 substrate	-	0.7845	78.45%
CYP2D6 substrate	+	0.4222	42.22%
CYP3A4 inhibition	-	0.7715	77.15%
CYP2C9 inhibition	-	0.9415	94.15%
CYP2C19 inhibition	+	0.5994	59.94%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	+	0.5492	54.92%
CYP2C8 inhibition	+	0.6064	60.64%
CYP inhibitory promiscuity	+	0.6534	65.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7450	74.50%
Carcinogenicity (trinary)	Non-required	0.5469	54.69%
Eye corrosion	-	0.9752	97.52%
Eye irritation	+	0.8112	81.12%
Skin irritation	-	0.7860	78.60%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7336	73.36%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9092	90.92%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.6551	65.51%
Acute Oral Toxicity (c)	III	0.6352	63.52%
Estrogen receptor binding	+	0.9026	90.26%
Androgen receptor binding	+	0.8943	89.43%
Thyroid receptor binding	+	0.8456	84.56%
Glucocorticoid receptor binding	+	0.8317	83.17%
Aromatase binding	+	0.7641	76.41%
PPAR gamma	+	0.7912	79.12%
Honey bee toxicity	-	0.9734	97.34%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9600	96.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.50%	99.15%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.08%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.83%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.11%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.57%	98.95%
CHEMBL4208	P20618	Proteasome component C5	91.57%	90.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	90.79%	91.79%
CHEMBL1907	P15144	Aminopeptidase N	89.30%	93.31%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.45%	91.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.38%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.89%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.85%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.09%	99.17%
CHEMBL242	Q92731	Estrogen receptor beta	86.49%	98.35%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.96%	92.68%
CHEMBL2535	P11166	Glucose transporter	81.34%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71764479
• LOTUS: LTS0145382
• wikiData: Q75064744