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155-58-8 | β-D-Glucopyranoside, 3-hydroxy-5-[(1E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenyl
CAS No: 155-58-8 Catalog No: AG001NJL MDL No:MFCD00010117
Product Description
Catalog Number:
AG001NJL
Chemical Name:
β-D-Glucopyranoside, 3-hydroxy-5-[(1E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenyl
CAS Number:
155-58-8
Molecular Formula:
C21H24O9
Molecular Weight:
420.4099
MDL Number:
MFCD00010117
IUPAC Name:
(2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
InChI:
InChI=1S/C21H24O9/c1-28-16-5-4-11(8-15(16)24)2-3-12-6-13(23)9-14(7-12)29-21-20(27)19(26)18(25)17(10-22)30-21/h2-9,17-27H,10H2,1H3/b3-2+/t17-,18-,19+,20-,21-/m1/s1
InChI Key:
GKAJCVFOJGXVIA-DXKBKAGUSA-N
SMILES:
OC[C@H]1O[C@@H](Oc2cc(/C=C/c3ccc(c(c3)O)OC)cc(c2)O)[C@@H]([C@H]([C@@H]1O)O)O
EC Number:
205-845-0
UNII:
K691M2Z08V
Properties
Complexity:
559
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
5
Defined Bond Stereocenter Count:
1
Exact Mass:
420.142g/mol
Formal Charge:
0
Heavy Atom Count:
30
Hydrogen Bond Acceptor Count:
9
Hydrogen Bond Donor Count:
6
Isotope Atom Count:
0
Molecular Weight:
420.414g/mol
Monoisotopic Mass:
420.142g/mol
Rotatable Bond Count:
6
Topological Polar Surface Area:
149A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.5
Literature
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| Biological activity of peanut (Arachis hypogaea) phytoalexins and selected natural and synthetic Stilbenoids. | Journal of agricultural and food chemistry 20110309 |
| Evaluation of the antibacterial activity of rhapontigenin produced from rhapontin by biotransformation against Propionibacterium acnes. | Journal of microbiology and biotechnology 20100101 |
| Rhaponticin from rhubarb rhizomes alleviates liver steatosis and improves blood glucose and lipid profiles in KK/Ay diabetic mice. | Planta medica 20090401 |
| Polymer-associated liposomes as a novel delivery system for cyclodextrin-bound drugs. | Journal of colloid and interface science 20080415 |
| Coumarin, anthroquinone and stilbene derivatives with anticholinesterase activity. | Zeitschrift fur Naturforschung. C, Journal of biosciences 20080101 |
| Induction of apoptosis by rhapontin having stilbene moiety, a component of rhubarb (Rheum officinale Baillon) in human stomach cancer KATO III cells. | Oncology reports 20070801 |
| Antioxidant actions of phenolic compounds found in dietary plants on low-density lipoprotein and erythrocytes in vitro. | Journal of the American College of Nutrition 20070601 |
| Desoxyrhaponticin (3,5-dihydroxy-4'-methoxystilbene 3-O-beta-D-glucoside) inhibits glucose uptake in the intestine and kidney: In vitro and in vivo studies. | The Journal of pharmacology and experimental therapeutics 20070101 |
| Protective effect of rhubarb derivatives on amyloid beta (1-42) peptide-induced apoptosis in IMR-32 cells: a case of nutrigenomic. | Brain research bulletin 20061211 |
| Microsphere-based protease assays and screening application for lethal factor and factor Xa. | Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501 |
| Insulin sensitizing and alpha-glucoamylase inhibitory action of sennosides, rheins and rhaponticin in Rhei Rhizoma. | Life sciences 20060125 |
| Resveratrol oligomers are potent MRP1 transport inhibitors. | Anticancer research 20060101 |
| [Determination of six effective components in Rheum by cyclodextrin modified micellar electrokinetic chromatography]. | Yao xue xue bao = Acta pharmaceutica Sinica 20021001 |
| Antithrombotic and antiallergic activities of rhaponticin from Rhei Rhizoma are activated by human intestinal bacteria. | Archives of pharmacal research 20020801 |
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