4-(3,5-Dimethoxyphenyl)phenol

Details

• Internal ID: 1583c89b-c6c1-4506-a243-cfa7d6227730
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: 4-(3,5-dimethoxyphenyl)phenol
• SMILES (Canonical): COC1=CC(=CC(=C1)C2=CC=C(C=C2)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1)C2=CC=C(C=C2)O)OC
• InChI: InChI=1S/C14H14O3/c1-16-13-7-11(8-14(9-13)17-2)10-3-5-12(15)6-4-10/h3-9,15H,1-2H3
• InChI Key: XVRLLKKLNLKAHR-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₃
• Molecular Weight: 230.26 g/mol
• Exact Mass: 230.094294304 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 495416-58-5
• CHEMBL1080659
• SCHEMBL21296879
• DTXSID10677000
• MFCD18312923
• AKOS017557269
• 4-(3,5-Dimethoxyphenyl)phenol, 95%
• 3',5'-Dimethoxy[1,1'-biphenyl]-4-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.8812	88.12%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9167	91.67%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.9154	91.54%
OATP1B3 inhibitior	+	0.9693	96.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5166	51.66%
P-glycoprotein inhibitior	-	0.9057	90.57%
P-glycoprotein substrate	-	0.9586	95.86%
CYP3A4 substrate	-	0.6482	64.82%
CYP2C9 substrate	-	0.7845	78.45%
CYP2D6 substrate	+	0.4222	42.22%
CYP3A4 inhibition	-	0.7899	78.99%
CYP2C9 inhibition	-	0.8843	88.43%
CYP2C19 inhibition	+	0.7404	74.04%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	+	0.7691	76.91%
CYP2C8 inhibition	+	0.6677	66.77%
CYP inhibitory promiscuity	+	0.5915	59.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5908	59.08%
Carcinogenicity (trinary)	Non-required	0.5473	54.73%
Eye corrosion	-	0.9699	96.99%
Eye irritation	+	0.9831	98.31%
Skin irritation	-	0.7008	70.08%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5527	55.27%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8855	88.55%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.5184	51.84%
Acute Oral Toxicity (c)	III	0.6503	65.03%
Estrogen receptor binding	+	0.8217	82.17%
Androgen receptor binding	+	0.9001	90.01%
Thyroid receptor binding	+	0.7266	72.66%
Glucocorticoid receptor binding	-	0.4808	48.08%
Aromatase binding	+	0.7847	78.47%
PPAR gamma	+	0.5634	56.34%
Honey bee toxicity	-	0.9502	95.02%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9020	90.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL242	Q92731	Estrogen receptor beta	93.85%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.92%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.20%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.17%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.68%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.01%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	86.87%	93.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.72%	94.00%
CHEMBL3438	Q05513	Protein kinase C zeta	86.72%	88.48%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.04%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.73%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.51%	90.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	84.40%	92.68%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.09%	99.17%

Plants that contains it

• Berberis koreana
• Polygala vulgaris

Cross-Links

• PubChem: 46879743
• LOTUS: LTS0087457
• wikiData: Q82599911