[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-4,5-dihydroxy-2-[3-[(E)-2-(4-hydroxyphenyl)ethenyl]-5-methoxyphenoxy]oxan-3-yl] 4-hydroxy-3-methoxybenzoate

Details

• Internal ID: e575c860-dfdb-432c-bd76-215775ea17aa
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-4,5-dihydroxy-2-[3-[(E)-2-(4-hydroxyphenyl)ethenyl]-5-methoxyphenoxy]oxan-3-yl] 4-hydroxy-3-methoxybenzoate
• SMILES (Canonical): COC1=CC(=CC(=C1)C=CC2=CC=C(C=C2)O)OC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)OC(=O)C5=CC(=C(C=C5)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1)/C=C/C2=CC=C(C=C2)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@](CO4)(CO)O)O)O)O)OC(=O)C5=CC(=C(C=C5)O)OC
• InChI: InChI=1S/C34H38O15/c1-43-22-11-19(4-3-18-5-8-21(36)9-6-18)12-23(14-22)47-32-29(49-31(41)20-7-10-24(37)25(13-20)44-2)28(39)27(38)26(48-32)15-45-33-30(40)34(42,16-35)17-46-33/h3-14,26-30,32-33,35-40,42H,15-17H2,1-2H3/b4-3+/t26-,27-,28+,29-,30+,32-,33-,34-/m1/s1
• InChI Key: HIOGDAFPHBARKK-BEYNNBPHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₈O₁₅
• Molecular Weight: 686.70 g/mol
• Exact Mass: 686.22107050 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5339	53.39%
Caco-2	-	0.8865	88.65%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7091	70.91%
OATP2B1 inhibitior	+	0.5593	55.93%
OATP1B1 inhibitior	+	0.8603	86.03%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9179	91.79%
P-glycoprotein inhibitior	+	0.7024	70.24%
P-glycoprotein substrate	+	0.5387	53.87%
CYP3A4 substrate	+	0.6865	68.65%
CYP2C9 substrate	-	0.6163	61.63%
CYP2D6 substrate	-	0.8481	84.81%
CYP3A4 inhibition	-	0.8583	85.83%
CYP2C9 inhibition	-	0.8934	89.34%
CYP2C19 inhibition	-	0.8528	85.28%
CYP2D6 inhibition	-	0.8960	89.60%
CYP1A2 inhibition	-	0.8899	88.99%
CYP2C8 inhibition	+	0.8393	83.93%
CYP inhibitory promiscuity	-	0.7820	78.20%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6364	63.64%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9231	92.31%
Skin irritation	-	0.8262	82.62%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7787	77.87%
Micronuclear	-	0.5426	54.26%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.7931	79.31%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8387	83.87%
Acute Oral Toxicity (c)	III	0.6505	65.05%
Estrogen receptor binding	+	0.8280	82.80%
Androgen receptor binding	+	0.5952	59.52%
Thyroid receptor binding	+	0.5904	59.04%
Glucocorticoid receptor binding	+	0.6863	68.63%
Aromatase binding	+	0.5652	56.52%
PPAR gamma	+	0.7610	76.10%
Honey bee toxicity	-	0.7674	76.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8686	86.86%

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	99.61%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.56%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.89%	96.00%
CHEMBL4208	P20618	Proteasome component C5	95.26%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.03%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.75%	86.33%
CHEMBL3194	P02766	Transthyretin	93.96%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.91%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.84%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.61%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.06%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.28%	96.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.31%	91.07%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.76%	97.21%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.63%	95.83%
CHEMBL340	P08684	Cytochrome P450 3A4	85.29%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.92%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.85%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.55%	95.89%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	84.52%	96.69%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.61%	86.92%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.46%	89.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.13%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	82.06%	92.50%
CHEMBL5957	P21589	5'-nucleotidase	81.59%	97.78%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.58%	97.28%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	81.48%	85.49%

Plants that contains it

• Eleutherococcus brachypus

Cross-Links

• PubChem: 102422498
• LOTUS: LTS0003016
• wikiData: Q105028937