3,5-Dihydroxy-4-methoxybibenzyl

Details

• Internal ID: e8e8d2b9-1a99-4455-b9a9-c71f1c3265c4
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2-methoxy-5-(2-phenylethyl)benzene-1,3-diol
• SMILES (Canonical): COC1=C(C=C(C=C1O)CCC2=CC=CC=C2)O
• SMILES (Isomeric): COC1=C(C=C(C=C1O)CCC2=CC=CC=C2)O
• InChI: InChI=1S/C15H16O3/c1-18-15-13(16)9-12(10-14(15)17)8-7-11-5-3-2-4-6-11/h2-6,9-10,16-17H,7-8H2,1H3
• InChI Key: UXZPELIPQAUZMK-UHFFFAOYSA-N
• Popularity: 4 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

• 3,5-dihydroxy-4-methoxybibenzyl
• BDBM246488
• 2',4-Dihydroxy-3,5-dihydroxy-4-methoxybibenzyl (6)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9302	93.02%
Caco-2	+	0.8003	80.03%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8386	83.86%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9047	90.47%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6470	64.70%
P-glycoprotein inhibitior	-	0.8483	84.83%
P-glycoprotein substrate	-	0.8980	89.80%
CYP3A4 substrate	-	0.6247	62.47%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	-	0.7516	75.16%
CYP2C9 inhibition	+	0.8153	81.53%
CYP2C19 inhibition	+	0.8538	85.38%
CYP2D6 inhibition	-	0.7785	77.85%
CYP1A2 inhibition	+	0.8225	82.25%
CYP2C8 inhibition	+	0.5208	52.08%
CYP inhibitory promiscuity	+	0.8447	84.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7823	78.23%
Carcinogenicity (trinary)	Non-required	0.6202	62.02%
Eye corrosion	-	0.9306	93.06%
Eye irritation	+	0.8107	81.07%
Skin irritation	-	0.5337	53.37%
Skin corrosion	-	0.5796	57.96%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4125	41.25%
Micronuclear	-	0.6841	68.41%
Hepatotoxicity	-	0.5569	55.69%
skin sensitisation	-	0.6712	67.12%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8309	83.09%
Acute Oral Toxicity (c)	III	0.6860	68.60%
Estrogen receptor binding	+	0.7453	74.53%
Androgen receptor binding	+	0.5333	53.33%
Thyroid receptor binding	+	0.6598	65.98%
Glucocorticoid receptor binding	-	0.5425	54.25%
Aromatase binding	-	0.5283	52.83%
PPAR gamma	+	0.7236	72.36%
Honey bee toxicity	-	0.9258	92.58%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.8328	83.28%

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	96.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.47%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.27%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.11%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.07%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.22%	95.56%
CHEMBL2535	P11166	Glucose transporter	83.87%	98.75%
CHEMBL4208	P20618	Proteasome component C5	83.17%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.42%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.22%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	81.85%	94.73%

Plants that contains it

• Dioscorea oppositifolia

Cross-Links

• PubChem: 44572212
• NPASS: NPC41562
• LOTUS: LTS0197436
• wikiData: Q105281239