2,2',5,5'-Tetrahydroxy-3-methoxybibenzyl

Details

• Internal ID: b3be87bb-5126-4e44-9da4-29aedfa7d26b
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2-[2-(2,5-dihydroxyphenyl)ethyl]-6-methoxybenzene-1,4-diol
• InChI: InChI=1S/C15H16O5/c1-20-14-8-12(17)7-10(15(14)19)3-2-9-6-11(16)4-5-13(9)18/h4-8,16-19H,2-3H2,1H3
• InChI Key: FGNBOMRJUMMFTI-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9365	93.65%
Caco-2	+	0.5608	56.08%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8889	88.89%
OATP2B1 inhibitior	-	0.5623	56.23%
OATP1B1 inhibitior	+	0.8597	85.97%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8216	82.16%
P-glycoprotein inhibitior	-	0.9488	94.88%
P-glycoprotein substrate	-	0.7844	78.44%
CYP3A4 substrate	-	0.5856	58.56%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	-	0.8437	84.37%
CYP2C9 inhibition	+	0.7130	71.30%
CYP2C19 inhibition	+	0.8262	82.62%
CYP2D6 inhibition	-	0.8491	84.91%
CYP1A2 inhibition	+	0.8925	89.25%
CYP2C8 inhibition	+	0.7375	73.75%
CYP inhibitory promiscuity	+	0.6678	66.78%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7143	71.43%
Carcinogenicity (trinary)	Non-required	0.6037	60.37%
Eye corrosion	-	0.9563	95.63%
Eye irritation	+	0.9014	90.14%
Skin irritation	-	0.6497	64.97%
Skin corrosion	-	0.8372	83.72%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6730	67.30%
Micronuclear	-	0.6441	64.41%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8114	81.14%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7602	76.02%
Acute Oral Toxicity (c)	III	0.7266	72.66%
Estrogen receptor binding	+	0.6550	65.50%
Androgen receptor binding	+	0.6877	68.77%
Thyroid receptor binding	+	0.6122	61.22%
Glucocorticoid receptor binding	+	0.6680	66.80%
Aromatase binding	+	0.5381	53.81%
PPAR gamma	+	0.6238	62.38%
Honey bee toxicity	-	0.9397	93.97%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5851	58.51%
Fish aquatic toxicity	+	0.9039	90.39%

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	98.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.20%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.97%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.69%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.40%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.12%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	88.77%	90.20%
CHEMBL4208	P20618	Proteasome component C5	88.66%	90.00%
CHEMBL3194	P02766	Transthyretin	88.60%	90.71%
CHEMBL2581	P07339	Cathepsin D	88.32%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.91%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.68%	95.56%
CHEMBL2535	P11166	Glucose transporter	82.57%	98.75%

Plants that contains it

• Dioscorea bulbifera

Cross-Links

• PubChem: 129834560
• LOTUS: LTS0167544
• wikiData: Q104994973