1,3-Benzenediol, 5-[2-(4-methoxyphenyl)ethyl]-

Details

• Internal ID: 589a30aa-fae6-4d42-995b-2dfef38bc30e
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[2-(4-methoxyphenyl)ethyl]benzene-1,3-diol
• InChI: InChI=1S/C15H16O3/c1-18-15-6-4-11(5-7-15)2-3-12-8-13(16)10-14(17)9-12/h4-10,16-17H,2-3H2,1H3
• InChI Key: IESUMHOMOBBTGP-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 90332-29-9
• 1,3-Benzenediol, 5-[2-(4-methoxyphenyl)ethyl]-
• CHEMBL444723
• SCHEMBL30514717
• DTXSID80461993

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9503	95.03%
Caco-2	+	0.8461	84.61%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8777	87.77%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9200	92.00%
OATP1B3 inhibitior	+	0.9579	95.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5879	58.79%
P-glycoprotein inhibitior	-	0.9221	92.21%
P-glycoprotein substrate	-	0.8121	81.21%
CYP3A4 substrate	-	0.5965	59.65%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.6713	67.13%
CYP2C19 inhibition	+	0.8926	89.26%
CYP2D6 inhibition	-	0.7914	79.14%
CYP1A2 inhibition	+	0.8484	84.84%
CYP2C8 inhibition	+	0.6231	62.31%
CYP inhibitory promiscuity	+	0.8372	83.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7534	75.34%
Carcinogenicity (trinary)	Non-required	0.6165	61.65%
Eye corrosion	-	0.9521	95.21%
Eye irritation	+	0.9209	92.09%
Skin irritation	-	0.6427	64.27%
Skin corrosion	-	0.7316	73.16%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8198	81.98%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7442	74.42%
Acute Oral Toxicity (c)	III	0.6929	69.29%
Estrogen receptor binding	+	0.8038	80.38%
Androgen receptor binding	+	0.7464	74.64%
Thyroid receptor binding	+	0.7321	73.21%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.7352	73.52%
PPAR gamma	+	0.7541	75.41%
Honey bee toxicity	-	0.9380	93.80%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.7335	73.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.93%	91.11%
CHEMBL4208	P20618	Proteasome component C5	93.15%	90.00%
CHEMBL2581	P07339	Cathepsin D	91.63%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.07%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.30%	86.33%
CHEMBL240	Q12809	HERG	88.55%	89.76%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.94%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.28%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.88%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.53%	96.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.47%	90.24%
CHEMBL2535	P11166	Glucose transporter	85.23%	98.75%
CHEMBL1907	P15144	Aminopeptidase N	82.48%	93.31%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.38%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.19%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.72%	95.89%

Plants that contains it

• Haplopteris anguste-elongata

Cross-Links

• PubChem: 11311111
• LOTUS: LTS0238741
• wikiData: Q82286456