(1,1'-Biphenyl)-4-ol, 3,4',5-trimethoxy-

Details

• Internal ID: c0e3bbba-9702-4dbe-acba-0952280c992f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: 2,6-dimethoxy-4-(4-methoxyphenyl)phenol
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=C(C(=C2)OC)O)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=C(C(=C2)OC)O)OC
• InChI: InChI=1S/C15H16O4/c1-17-12-6-4-10(5-7-12)11-8-13(18-2)15(16)14(9-11)19-3/h4-9,16H,1-3H3
• InChI Key: MKDRXVRMAGKWEO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 54961-04-5
• 4'-Methoxyaucuparin
• DTXSID10203489

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.9112	91.12%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8847	88.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9230	92.30%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5732	57.32%
P-glycoprotein inhibitior	-	0.8757	87.57%
P-glycoprotein substrate	-	0.9380	93.80%
CYP3A4 substrate	-	0.6036	60.36%
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	+	0.6764	67.64%
CYP inhibitory promiscuity	+	0.6534	65.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7450	74.50%
Carcinogenicity (trinary)	Non-required	0.5469	54.69%
Eye corrosion	-	0.9752	97.52%
Eye irritation	+	0.9495	94.95%
Skin irritation	-	0.7860	78.60%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5498	54.98%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9092	90.92%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.7120	71.20%
Acute Oral Toxicity (c)	III	0.6352	63.52%
Estrogen receptor binding	+	0.8365	83.65%
Androgen receptor binding	+	0.7668	76.68%
Thyroid receptor binding	+	0.7351	73.51%
Glucocorticoid receptor binding	+	0.6905	69.05%
Aromatase binding	+	0.8417	84.17%
PPAR gamma	-	0.5277	52.77%
Honey bee toxicity	-	0.9685	96.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7251	72.51%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.17%	96.09%
CHEMBL1907	P15144	Aminopeptidase N	93.20%	93.31%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.89%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.99%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.71%	86.33%
CHEMBL4208	P20618	Proteasome component C5	88.94%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.94%	95.56%
CHEMBL3438	Q05513	Protein kinase C zeta	87.39%	88.48%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.25%	86.92%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.73%	92.94%
CHEMBL2581	P07339	Cathepsin D	84.69%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.91%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.76%	99.17%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	83.69%	98.11%

Plants that contains it

• Sorbus aucuparia

Cross-Links

• PubChem: 179660
• LOTUS: LTS0181194
• wikiData: Q83076883