2,4'-Dihydroxy-3',5'-dimethoxybibenzyl

Details

• Internal ID: d380c841-7e37-4622-8679-6a32c0f13e4a
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 4-[2-(2-hydroxyphenyl)ethyl]-2,6-dimethoxyphenol
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)CCC2=CC=CC=C2O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)CCC2=CC=CC=C2O
• InChI: InChI=1S/C16H18O4/c1-19-14-9-11(10-15(20-2)16(14)18)7-8-12-5-3-4-6-13(12)17/h3-6,9-10,17-18H,7-8H2,1-2H3
• InChI Key: JCRLULKCRHDSOL-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

• BDBM50479917
• 2,4'-dihydroxy-3',5'-dimethoxybibenzyl

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9361	93.61%
Caco-2	+	0.8963	89.63%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8921	89.21%
OATP2B1 inhibitior	-	0.8455	84.55%
OATP1B1 inhibitior	+	0.8755	87.55%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8193	81.93%
P-glycoprotein inhibitior	-	0.7144	71.44%
P-glycoprotein substrate	-	0.6253	62.53%
CYP3A4 substrate	-	0.5204	52.04%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	-	0.8396	83.96%
CYP2C9 inhibition	+	0.6060	60.60%
CYP2C19 inhibition	+	0.8260	82.60%
CYP2D6 inhibition	-	0.7721	77.21%
CYP1A2 inhibition	+	0.8655	86.55%
CYP2C8 inhibition	+	0.8212	82.12%
CYP inhibitory promiscuity	+	0.6605	66.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7243	72.43%
Carcinogenicity (trinary)	Non-required	0.6581	65.81%
Eye corrosion	-	0.9573	95.73%
Eye irritation	+	0.6035	60.35%
Skin irritation	-	0.7288	72.88%
Skin corrosion	-	0.8491	84.91%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6651	66.51%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8041	80.41%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8019	80.19%
Acute Oral Toxicity (c)	III	0.7384	73.84%
Estrogen receptor binding	+	0.6516	65.16%
Androgen receptor binding	+	0.6741	67.41%
Thyroid receptor binding	+	0.7904	79.04%
Glucocorticoid receptor binding	+	0.6248	62.48%
Aromatase binding	-	0.6210	62.10%
PPAR gamma	+	0.6337	63.37%
Honey bee toxicity	-	0.8915	89.15%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5951	59.51%
Fish aquatic toxicity	+	0.9241	92.41%

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	98.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.65%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.71%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.14%	92.62%
CHEMBL2535	P11166	Glucose transporter	86.27%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.21%	93.99%
CHEMBL1255126	O15151	Protein Mdm4	86.11%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.01%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.77%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.52%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.21%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	82.10%	94.73%
CHEMBL4208	P20618	Proteasome component C5	81.48%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.58%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.35%	99.15%

Plants that contains it

• Dioscorea oppositifolia

Cross-Links

• PubChem: 14731336
• NPASS: NPC293054
• LOTUS: LTS0211723
• wikiData: Q105125055