3,4'-Dihydroxy-3',5,5'-trimethoxybibenzyl

Details

• Internal ID: 13ed878c-6104-45b2-876a-2007b7c299d0
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 4-[2-(3-hydroxy-5-methoxyphenyl)ethyl]-2,6-dimethoxyphenol
• SMILES (Canonical): COC1=CC(=CC(=C1)O)CCC2=CC(=C(C(=C2)OC)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1)O)CCC2=CC(=C(C(=C2)OC)O)OC
• InChI: InChI=1S/C17H20O5/c1-20-14-7-11(6-13(18)10-14)4-5-12-8-15(21-2)17(19)16(9-12)22-3/h6-10,18-19H,4-5H2,1-3H3
• InChI Key: QMVWJHOTQVWOLC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• 3,4'-dihydroxy-3',5,5'-trimethoxybibenzyl

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9252	92.52%
Caco-2	+	0.8147	81.47%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8800	88.00%
OATP2B1 inhibitior	-	0.7178	71.78%
OATP1B1 inhibitior	+	0.8334	83.34%
OATP1B3 inhibitior	+	0.9080	90.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5905	59.05%
P-glycoprotein inhibitior	-	0.7848	78.48%
P-glycoprotein substrate	-	0.6770	67.70%
CYP3A4 substrate	-	0.5359	53.59%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	-	0.7912	79.12%
CYP2C9 inhibition	-	0.5087	50.87%
CYP2C19 inhibition	+	0.8368	83.68%
CYP2D6 inhibition	-	0.7253	72.53%
CYP1A2 inhibition	+	0.7625	76.25%
CYP2C8 inhibition	+	0.7452	74.52%
CYP inhibitory promiscuity	+	0.7299	72.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7043	70.43%
Carcinogenicity (trinary)	Non-required	0.6587	65.87%
Eye corrosion	-	0.9673	96.73%
Eye irritation	+	0.9105	91.05%
Skin irritation	-	0.7850	78.50%
Skin corrosion	-	0.9117	91.17%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6481	64.81%
Micronuclear	-	0.6841	68.41%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8567	85.67%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7189	71.89%
Acute Oral Toxicity (c)	III	0.6493	64.93%
Estrogen receptor binding	+	0.8358	83.58%
Androgen receptor binding	+	0.5303	53.03%
Thyroid receptor binding	+	0.7078	70.78%
Glucocorticoid receptor binding	+	0.6992	69.92%
Aromatase binding	+	0.6166	61.66%
PPAR gamma	+	0.6066	60.66%
Honey bee toxicity	-	0.8909	89.09%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5951	59.51%
Fish aquatic toxicity	+	0.9180	91.80%

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	96.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.17%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.83%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.67%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.40%	85.14%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	89.80%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.94%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.87%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.96%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.81%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.13%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.91%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.82%	95.89%
CHEMBL2535	P11166	Glucose transporter	82.44%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	80.02%	94.73%

Plants that contains it

• Eulophia nuda

Cross-Links

• PubChem: 86253215
• LOTUS: LTS0129515
• wikiData: Q105224195