(2S,3R,4S,5S,6R)-2-[3-[(E)-2-[(2R,3R)-3-(3,4-dihydroxyphenyl)-2-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1,4-benzodioxin-6-yl]ethenyl]-5-hydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 6ad4c7ad-0587-4276-ba1c-7bae9f0d8614
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[3-[(E)-2-[(2R,3R)-3-(3,4-dihydroxyphenyl)-2-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1,4-benzodioxin-6-yl]ethenyl]-5-hydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=CC2=C(C=C1C=CC3=CC(=CC(=C3)OC4C(C(C(C(O4)CO)O)O)O)O)OC(C(O2)C5=CC(=CC(=C5)OC6C(C(C(C(O6)CO)O)O)O)O)C7=CC(=C(C=C7)O)O
• SMILES (Isomeric): C1=CC2=C(C=C1/C=C/C3=CC(=CC(=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O[C@@H]([C@H](O2)C5=CC(=CC(=C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C7=CC(=C(C=C7)O)O
• InChI: InChI=1S/C40H42O18/c41-15-29-31(47)33(49)35(51)39(57-29)53-23-8-18(7-21(43)13-23)2-1-17-3-6-27-28(9-17)56-37(19-4-5-25(45)26(46)12-19)38(55-27)20-10-22(44)14-24(11-20)54-40-36(52)34(50)32(48)30(16-42)58-40/h1-14,29-52H,15-16H2/b2-1+/t29-,30-,31-,32-,33+,34+,35-,36-,37-,38-,39-,40-/m1/s1
• InChI Key: JYCYRWROYQQHLP-WCEUVSJASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₂O₁₈
• Molecular Weight: 810.70 g/mol
• Exact Mass: 810.23711449 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.29
• H-Bond Acceptor: 18
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5639	56.39%
Caco-2	-	0.8857	88.57%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.4995	49.95%
OATP2B1 inhibitior	-	0.7094	70.94%
OATP1B1 inhibitior	+	0.9294	92.94%
OATP1B3 inhibitior	+	0.9681	96.81%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8825	88.25%
P-glycoprotein inhibitior	+	0.6864	68.64%
P-glycoprotein substrate	-	0.8662	86.62%
CYP3A4 substrate	+	0.5976	59.76%
CYP2C9 substrate	-	0.6226	62.26%
CYP2D6 substrate	-	0.8036	80.36%
CYP3A4 inhibition	-	0.9477	94.77%
CYP2C9 inhibition	-	0.9012	90.12%
CYP2C19 inhibition	-	0.7839	78.39%
CYP2D6 inhibition	-	0.8806	88.06%
CYP1A2 inhibition	-	0.9042	90.42%
CYP2C8 inhibition	+	0.7349	73.49%
CYP inhibitory promiscuity	-	0.5801	58.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6258	62.58%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.8945	89.45%
Skin irritation	-	0.8182	81.82%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8390	83.90%
Micronuclear	+	0.6159	61.59%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.8750	87.50%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8306	83.06%
Acute Oral Toxicity (c)	III	0.4102	41.02%
Estrogen receptor binding	+	0.7280	72.80%
Androgen receptor binding	+	0.5776	57.76%
Thyroid receptor binding	+	0.5668	56.68%
Glucocorticoid receptor binding	-	0.4868	48.68%
Aromatase binding	-	0.4863	48.63%
PPAR gamma	+	0.7126	71.26%
Honey bee toxicity	-	0.6605	66.05%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8713	87.13%

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	99.74%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.87%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	94.47%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.71%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.55%	96.00%
CHEMBL3194	P02766	Transthyretin	93.46%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.68%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.27%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.67%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.58%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.45%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.32%	96.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.25%	95.83%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.11%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	85.42%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.88%	94.45%
CHEMBL2581	P07339	Cathepsin D	83.11%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.37%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.65%	95.89%

Plants that contains it

• Picea abies

Cross-Links

• PubChem: 101847668
• LOTUS: LTS0103025
• wikiData: Q105136935