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Merck
CN

A2862

Astilbin from Engelhardtia roxburghiana

≥98%

Synonym(s):

Astilbin, Dihydroquercetin 3-rhamnoside, Taxifolin 3-rhamnoside

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About This Item

Empirical Formula (Hill Notation):
C21H22O11
CAS Number:
Molecular Weight:
450.39
UNSPSC Code:
12352200
NACRES:
NA.25
MDL number:
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InChI

1S/C21H22O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-26,28-29H,1H3/t7-,15-,17+,18+,19-,20+,21-/m0/s1

SMILES string

O=C1C2=C(O)C=C(O)C=C2O[C@H](C3=CC(O)=C(O)C=C3)[C@H]1O[C@@]4([H])[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O4

InChI key

ZROGCCBNZBKLEL-MFSALPCASA-N

assay

≥98%

form

powder

solubility

H2O: 1 mg/mL, clear, colorless

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

Quality Level

General description

Astilbin belongs to the class of dihydroflavanol compounds and is the chief biologically active component of Rhizoma Smilacis Glabrae (RSG) extract. RSG is obtained from the dried rhizome of Smilax Glabra Roxb.

Application

Astilbin from Engelhardtia roxburghiana, a flavonoid phytochemical with antibacterial activity, may be used to study its pharmacology and the effects of its antiproliferative activities versus a variety of cell types.

Biochem/physiol Actions

Astilbin exerts various biological activities such as anti-oxidative, anti-bacterial, and inhibition of contact hypersensitivity. Also, it shows insecticidal, anti-oedematogenic, antinociceptive and antidepressant properties. It has an inhibitory effect on the aldose reductase enzyme, the accumulation of sorbitol, and a protective effect on the liver. Astilbin is helpful against autoimmune diseases such as rheumatoid arthritis due to its ability to reduce matrix metalloproteinase (MMP) activity and Nitric oxide production in T lymphocytes.
Flavonoid phytochemical found in St. John′s wort and Traditional Chinese Medicine herbal preparations. Immunosuppresive. Antiproliferative.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Nicolas Landrault et al.
Journal of agricultural and food chemistry, 50(7), 2046-2052 (2002-03-21)
Phenolics from grapes and wines can play a role against oxidation and development of atherosclerosis. Stilbenes have been shown to have cancer chemopreventive activity and to protect lipoproteins from oxidative damage. A method for the direct determination of stilbene oligomers
S Zou et al.
Transplantation proceedings, 42(9), 3798-3802 (2010-11-26)
The effect of astilbin on acute graft rejection was investigated in C57BL/6 mice carrying BALB/c hearts heterotopically transplanted into the neck vessels. Daily treatment with astilbin (50, 125, or 250 mg/kg intraperitoneally) significantly prolonged the survival of grafts in a
H Haraguchi et al.
Bioscience, biotechnology, and biochemistry, 61(4), 651-654 (1997-04-01)
Dihydroflavonol taxifolin and its glycoside, astilbin, from Engelhardtia chrysolepis inhibited rat lens and recombinant human aldose reductase. Taxifolin also inhibited sorbitol accumulation in human red blood cells. Furthermore, this dihydroflavonol aglycone maintained the clarity of rat lens incubated with a
Xiao-dan Wang et al.
International journal of pharmaceutics, 378(1-2), 1-8 (2009-05-26)
This study was designed to understand the transport profiles of astilbin and taxifolin in Caco-2 cell model and their effects on the function and expression of P-glycoprotein. The transport studies were examined using Caco-2 cells cultured on Transwell inserts. Their
Xi-Cheng He et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 37(23), 3595-3598 (2013-03-13)
Astilbin in 28 Smilax glabra (red and white cross-section) from different sources was determined by HPLC. Pharmacodynamics and component of S. glabra was investigated through inflammation experiment (penetration type). The analysis was performed on a Hypersil ODS2 column (4.6 mm

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