[(2R,3S,4R,5R,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 4-[2-(4-hydroxyphenyl)ethyl]-1-benzofuran-2-carboxylate

Details

• Internal ID: b04e7a0c-65f7-4c02-be09-0271f2758305
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: [(2R,3S,4R,5R,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 4-[2-(4-hydroxyphenyl)ethyl]-1-benzofuran-2-carboxylate
• SMILES (Canonical): C1C(C(C(O1)OCC2C(C(C(C(O2)OC(=O)C3=CC4=C(C=CC=C4O3)CCC5=CC=C(C=C5)O)O)O)O)O)(CO)O
• SMILES (Isomeric): C1[C@@]([C@H]([C@@H](O1)OC[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)OC(=O)C3=CC4=C(C=CC=C4O3)CCC5=CC=C(C=C5)O)O)O)O)O)(CO)O
• InChI: InChI=1S/C28H32O13/c29-12-28(36)13-38-27(24(28)34)37-11-20-21(31)22(32)23(33)26(40-20)41-25(35)19-10-17-15(2-1-3-18(17)39-19)7-4-14-5-8-16(30)9-6-14/h1-3,5-6,8-10,20-24,26-27,29-34,36H,4,7,11-13H2/t20-,21+,22-,23+,24+,26-,27-,28-/m1/s1
• InChI Key: KNPSHTRISVPANP-NTQZEDNTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₃
• Molecular Weight: 576.50 g/mol
• Exact Mass: 576.18429107 g/mol
• Topological Polar Surface Area (TPSA): 209.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.65
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4730	47.30%
Caco-2	-	0.9070	90.70%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7274	72.74%
OATP2B1 inhibitior	-	0.8479	84.79%
OATP1B1 inhibitior	+	0.8763	87.63%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6379	63.79%
P-glycoprotein inhibitior	+	0.6169	61.69%
P-glycoprotein substrate	+	0.6347	63.47%
CYP3A4 substrate	+	0.6911	69.11%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.8927	89.27%
CYP2C9 inhibition	-	0.9150	91.50%
CYP2C19 inhibition	-	0.8138	81.38%
CYP2D6 inhibition	-	0.8792	87.92%
CYP1A2 inhibition	-	0.8934	89.34%
CYP2C8 inhibition	+	0.8132	81.32%
CYP inhibitory promiscuity	-	0.9228	92.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5502	55.02%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9197	91.97%
Skin irritation	-	0.8043	80.43%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3668	36.68%
Micronuclear	-	0.6526	65.26%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8831	88.31%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9315	93.15%
Acute Oral Toxicity (c)	III	0.5035	50.35%
Estrogen receptor binding	+	0.7734	77.34%
Androgen receptor binding	+	0.7053	70.53%
Thyroid receptor binding	-	0.5145	51.45%
Glucocorticoid receptor binding	+	0.5911	59.11%
Aromatase binding	+	0.6514	65.14%
PPAR gamma	+	0.7604	76.04%
Honey bee toxicity	-	0.7031	70.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.6981	69.81%

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	99.85%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.30%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.88%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.86%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	94.45%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.21%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.63%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.57%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.42%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.28%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.24%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.74%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.60%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.28%	94.23%
CHEMBL2535	P11166	Glucose transporter	87.84%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.44%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.36%	94.73%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.08%	94.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	85.87%	96.69%
CHEMBL4581	P52732	Kinesin-like protein 1	84.30%	93.18%
CHEMBL233	P35372	Mu opioid receptor	83.45%	97.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.73%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.73%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.29%	95.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.88%	92.62%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.82%	86.92%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.72%	92.94%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.68%	85.31%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	81.22%	100.00%

Plants that contains it

• Scorzonera humilis

Cross-Links

• PubChem: 101243538
• LOTUS: LTS0253207
• wikiData: Q105143518