(2S,3R,4S,5S,6R)-2-[4-[(E)-2-[3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxyphenyl]ethenyl]-3-hydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 4f640014-96c1-436d-aa52-2e195c75e254
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[4-[(E)-2-[3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxyphenyl]ethenyl]-3-hydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C31H40O18/c32-9-19-21(36)23(38)25(40)28(48-19)46-16-4-3-14(18(35)8-16)2-1-13-5-15(34)7-17(6-13)47-29-26(41)24(39)22(37)20(49-29)10-44-30-27(42)31(43,11-33)12-45-30/h1-8,19-30,32-43H,9-12H2/b2-1+/t19-,20-,21-,22-,23+,24+,25-,26-,27+,28-,29-,30-,31-/m1/s1
• InChI Key: WHSZKNNBJANJCB-HKHFCQDRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₀O₁₈
• Molecular Weight: 700.60 g/mol
• Exact Mass: 700.22146442 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -3.91
• H-Bond Acceptor: 18
• H-Bond Donor: 12
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6890	68.90%
Caco-2	-	0.8978	89.78%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6829	68.29%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9171	91.71%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9203	92.03%
P-glycoprotein inhibitior	+	0.5934	59.34%
P-glycoprotein substrate	-	0.7210	72.10%
CYP3A4 substrate	+	0.6347	63.47%
CYP2C9 substrate	+	0.5829	58.29%
CYP2D6 substrate	-	0.8290	82.90%
CYP3A4 inhibition	-	0.8912	89.12%
CYP2C9 inhibition	-	0.8851	88.51%
CYP2C19 inhibition	-	0.7922	79.22%
CYP2D6 inhibition	-	0.8613	86.13%
CYP1A2 inhibition	-	0.8957	89.57%
CYP2C8 inhibition	+	0.6809	68.09%
CYP inhibitory promiscuity	-	0.7424	74.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5732	57.32%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.8293	82.93%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7889	78.89%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.7477	74.77%
skin sensitisation	-	0.8079	80.79%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.5714	57.14%
Acute Oral Toxicity (c)	III	0.6378	63.78%
Estrogen receptor binding	+	0.7824	78.24%
Androgen receptor binding	-	0.5627	56.27%
Thyroid receptor binding	+	0.5735	57.35%
Glucocorticoid receptor binding	-	0.5175	51.75%
Aromatase binding	+	0.6223	62.23%
PPAR gamma	+	0.7621	76.21%
Honey bee toxicity	-	0.7204	72.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8731	87.31%

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	99.89%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.82%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.57%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.38%	97.36%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.96%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.07%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.63%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.60%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.03%	86.92%
CHEMBL3194	P02766	Transthyretin	88.51%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	88.34%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.94%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.52%	95.83%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	86.63%	96.69%
CHEMBL4208	P20618	Proteasome component C5	85.68%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.47%	92.94%
CHEMBL2581	P07339	Cathepsin D	85.19%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.02%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.60%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.80%	94.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.04%	91.71%
CHEMBL4581	P52732	Kinesin-like protein 1	81.90%	93.18%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.59%	94.45%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.25%	92.32%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.24%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.82%	94.62%

Plants that contains it

• Morus alba

Cross-Links

• PubChem: 102422541
• LOTUS: LTS0199557
• wikiData: Q105305789