3,3'-Dihydroxy-4,5-dimethoxybibenzyl

Details

• Internal ID: 3f7ddb69-faa4-4fbf-ac64-c2f0de342ea7
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[2-(3-hydroxyphenyl)ethyl]-2,3-dimethoxyphenol
• SMILES (Canonical): COC1=CC(=CC(=C1OC)O)CCC2=CC(=CC=C2)O
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)O)CCC2=CC(=CC=C2)O
• InChI: InChI=1S/C16H18O4/c1-19-15-10-12(9-14(18)16(15)20-2)7-6-11-4-3-5-13(17)8-11/h3-5,8-10,17-18H,6-7H2,1-2H3
• InChI Key: SXTIQENJRJOCLX-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.31 g/mol
• Exact Mass: 274.12050905 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 3,3'-dihydroxy-4,5dimethoxybibenzyl
• AKOS040734117
• 90377-22-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9259	92.59%
Caco-2	+	0.9297	92.97%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8947	89.47%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9183	91.83%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4538	45.38%
P-glycoprotein inhibitior	-	0.7611	76.11%
P-glycoprotein substrate	-	0.6299	62.99%
CYP3A4 substrate	+	0.5527	55.27%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	-	0.8000	80.00%
CYP2C9 inhibition	+	0.6668	66.68%
CYP2C19 inhibition	+	0.8853	88.53%
CYP2D6 inhibition	-	0.7093	70.93%
CYP1A2 inhibition	+	0.8596	85.96%
CYP2C8 inhibition	+	0.8897	88.97%
CYP inhibitory promiscuity	+	0.7639	76.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7143	71.43%
Carcinogenicity (trinary)	Non-required	0.6618	66.18%
Eye corrosion	-	0.9530	95.30%
Eye irritation	+	0.8031	80.31%
Skin irritation	-	0.7114	71.14%
Skin corrosion	-	0.8612	86.12%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7200	72.00%
Micronuclear	-	0.6441	64.41%
Hepatotoxicity	-	0.7709	77.09%
skin sensitisation	-	0.8111	81.11%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7531	75.31%
Acute Oral Toxicity (c)	III	0.7144	71.44%
Estrogen receptor binding	+	0.7676	76.76%
Androgen receptor binding	-	0.4823	48.23%
Thyroid receptor binding	+	0.6893	68.93%
Glucocorticoid receptor binding	+	0.5382	53.82%
Aromatase binding	+	0.5378	53.78%
PPAR gamma	+	0.6283	62.83%
Honey bee toxicity	-	0.9139	91.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6151	61.51%
Fish aquatic toxicity	+	0.9146	91.46%

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	96.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.85%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.71%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.26%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.75%	99.17%
CHEMBL2535	P11166	Glucose transporter	92.58%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	86.32%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.40%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.85%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.24%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.81%	94.45%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	82.78%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	82.54%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.14%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.12%	99.15%

Plants that contains it

• Dendrobium longicornu

Cross-Links

• PubChem: 86251456
• LOTUS: LTS0108250
• wikiData: Q105263328