2,3,5,4'-tetrahydroxystilbene-2-O-beta-D-glucoside

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	f32d4bb1-67f5-4faa-8691-eb8f4c6ae28d
Taxonomy	Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
IUPAC Name	(2S,3R,4S,5S,6R)-2-[2,4-dihydroxy-6-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)	C1=CC(=CC=C1C=CC2=C(C(=CC(=C2)O)O)OC3C(C(C(C(O3)CO)O)O)O)O
SMILES (Isomeric)	C1=CC(=CC=C1/C=C/C2=C(C(=CC(=C2)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
InChI	InChI=1S/C20H22O9/c21-9-15-16(25)17(26)18(27)20(28-15)29-19-11(7-13(23)8-14(19)24)4-1-10-2-5-12(22)6-3-10/h1-8,15-18,20-27H,9H2/b4-1+/t15-,16-,17+,18-,20+/m1/s1
InChI Key	JAYVHSBYKLLDJC-DSNJPTTOSA-N
Popularity	136 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₂₂O₉
Molecular Weight	406.40 g/mol
Exact Mass	406.12638228 g/mol
Topological Polar Surface Area (TPSA)	160.00 Å²
XlogP	1.00
Atomic LogP (AlogP)	0.15
H-Bond Acceptor	9
H-Bond Donor	7
Rotatable Bonds	5

Synonyms

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2,3,5,4'-Tetrahydroxystilbene 2-O-glucoside

55327-45-2

2,3,5,4'-Tetrahydroxystilbene-2-O-b-D-glucopyranoside

2,3,5,4-tetrahydroxyl diphenylethylene-2-o-glucoside

54QRI6OKJ5

EH-201

2,3,4',5-Tetrahydroxystilbene 2-o-D-glucoside

UNII-54QRI6OKJ5

CHEMBL460860

(2S,3R,4S,5S,6R)-2-(2,4-dihydroxy-6-((E)-4-hydroxystyryl)phenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7283	72.83%
Caco-2	-	0.9137	91.37%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5553	55.53%
OATP2B1 inhibitior	+	0.5746	57.46%
OATP1B1 inhibitior	+	0.8712	87.12%
OATP1B3 inhibitior	+	0.9568	95.68%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6298	62.98%
P-glycoprotein inhibitior	-	0.7297	72.97%
P-glycoprotein substrate	-	0.9247	92.47%
CYP3A4 substrate	+	0.5216	52.16%
CYP2C9 substrate	+	0.5811	58.11%
CYP2D6 substrate	-	0.8191	81.91%
CYP3A4 inhibition	-	0.8471	84.71%
CYP2C9 inhibition	-	0.8424	84.24%
CYP2C19 inhibition	-	0.8155	81.55%
CYP2D6 inhibition	-	0.9002	90.02%
CYP1A2 inhibition	-	0.9137	91.37%
CYP2C8 inhibition	+	0.6836	68.36%
CYP inhibitory promiscuity	-	0.5561	55.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6854	68.54%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.7416	74.16%
Skin irritation	-	0.8338	83.38%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3897	38.97%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	-	0.8675	86.75%
skin sensitisation	-	0.7594	75.94%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.7208	72.08%
Acute Oral Toxicity (c)	III	0.6964	69.64%
Estrogen receptor binding	-	0.4789	47.89%
Androgen receptor binding	+	0.6454	64.54%
Thyroid receptor binding	+	0.6397	63.97%
Glucocorticoid receptor binding	-	0.5433	54.33%
Aromatase binding	+	0.5573	55.73%
PPAR gamma	+	0.7488	74.88%
Honey bee toxicity	-	0.7750	77.50%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8707	87.07%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.51%	91.11%
CHEMBL3194	P02766	Transthyretin	96.57%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.08%	96.00%
CHEMBL242	Q92731	Estrogen receptor beta	91.32%	98.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.80%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.56%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.96%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.85%	94.73%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.56%	89.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.99%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	86.99%	91.49%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.86%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.70%	94.45%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	85.27%	88.00%
CHEMBL4208	P20618	Proteasome component C5	82.56%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.87%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.30%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.39%	91.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.25%	95.64%
CHEMBL226	P30542	Adenosine A1 receptor	80.18%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.05%	95.56%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Aconitum seravschanicum

Adansonia grandidieri

Alkekengi officinarum

Aphyllocladus denticulatus

Bassia muricata

Dendriopoterium menendezii

Dianthera secunda

Dodonaea viscosa

Dysoxylum cumingianum

Enceliopsis argophylla

Euphorbia smirnovii

Flacourtia jangomas