5-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-2-(2-hydroxyethyl)benzene-1,3-diol

Details

• Internal ID: 887ccfdb-2ed0-4aae-90b2-cc755a53ca47
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-2-(2-hydroxyethyl)benzene-1,3-diol
• InChI: InChI=1S/C16H16O5/c17-4-3-14-15(20)7-11(8-16(14)21)2-1-10-5-12(18)9-13(19)6-10/h1-2,5-9,17-21H,3-4H2/b2-1+
• InChI Key: PMQGXJLQNYLKRO-OWOJBTEDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9328	93.28%
Caco-2	+	0.5253	52.53%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7775	77.75%
OATP2B1 inhibitior	-	0.5625	56.25%
OATP1B1 inhibitior	+	0.8856	88.56%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	+	0.5662	56.62%
P-glycoprotein inhibitior	-	0.8877	88.77%
P-glycoprotein substrate	-	0.9739	97.39%
CYP3A4 substrate	-	0.6783	67.83%
CYP2C9 substrate	-	0.6141	61.41%
CYP2D6 substrate	-	0.6716	67.16%
CYP3A4 inhibition	+	0.5558	55.58%
CYP2C9 inhibition	-	0.5513	55.13%
CYP2C19 inhibition	-	0.5609	56.09%
CYP2D6 inhibition	-	0.8194	81.94%
CYP1A2 inhibition	+	0.7459	74.59%
CYP2C8 inhibition	-	0.5890	58.90%
CYP inhibitory promiscuity	+	0.5725	57.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.7443	74.43%
Eye corrosion	-	0.9914	99.14%
Eye irritation	+	0.8671	86.71%
Skin irritation	-	0.6982	69.82%
Skin corrosion	-	0.9197	91.97%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7775	77.75%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.6444	64.44%
skin sensitisation	+	0.4943	49.43%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4499	44.99%
Acute Oral Toxicity (c)	III	0.7492	74.92%
Estrogen receptor binding	+	0.9291	92.91%
Androgen receptor binding	+	0.7403	74.03%
Thyroid receptor binding	+	0.7501	75.01%
Glucocorticoid receptor binding	+	0.7323	73.23%
Aromatase binding	+	0.9071	90.71%
PPAR gamma	+	0.9429	94.29%
Honey bee toxicity	-	0.8957	89.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8649	86.49%

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	97.12%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	95.27%	86.92%
CHEMBL3194	P02766	Transthyretin	95.06%	90.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.61%	96.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.21%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	86.57%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.84%	96.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.28%	91.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.78%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.39%	94.73%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.99%	92.68%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.87%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	80.84%	89.63%
CHEMBL233	P35372	Mu opioid receptor	80.84%	97.93%

Plants that contains it

• Arundina graminifolia

Cross-Links

• PubChem: 72702679
• LOTUS: LTS0178668
• wikiData: Q105211661