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A2862

Sigma-Aldrich

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:
29838-67-3
Molecular Weight:
450.39
MDL number:
MFCD20274680
UNSPSC Code:
12352200
NACRES:
NA.25

Assay

≥98%

form

powder

solubility

H2O: 1 mg/mL, clear, colorless

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

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

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

InChI key

ZROGCCBNZBKLEL-MFSALPCASA-N

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Xiao-Ya Shang et al.
Journal of Asian natural products research, 14(10), 966-972 (2012-10-11)
A new dihydroflavonol glycoside dimer 6,6-bisastilbin (1) and a new nitrile-containing metabolite (Z)-5α,6β-dihydroxy-4β-methoxy-2-cyclohexene-Δ(1,α)-acetonitrile (2), together with three known analogs, bauhinin, bauhinilide, and dehydrodicatechin A, have been isolated from an ethanol extract of Bauhinia aurea. Their structures were determined by spectroscopic
Fernando Petacci et al.
Biological research, 43(1), 63-74 (2010-12-16)
Astilbin (5,7,3',4'-tetrahydroxy-2,3-dihydroflavonol-3-ß-o-rhamnoside), a flavonoid with a large range of biological activities, was isolated from Dimorphandra mollis, a shrub common to the Brazilian Cerrado. The purpose of this study is to verify the effects of astilbin on myeloperoxidase (MPO) and horseradish
Lvyi Chen et al.
Planta medica, 77(16), 1769-1773 (2011-05-27)
Astilbin is a flavonoid compound isolated from the rhizome of Smilax china L. The effects and possible mechanisms of astilbin on hyperuricemia and nephropathy rats were elucidated in this study. Different dosages of astilbin (1.25, 2.5, and 5.0 mg/kg) were
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
Yong-Jiang Xu et al.
Planta medica, 77(11), 1139-1148 (2011-02-18)
The extracts of two medicinal plants used in traditionalmedicine against malariawere characterized by means of an LC‑SPE‑NMR and LC‑MS platform. The structure of a series of major constituents from Bafodeya benna, as well as minor constituents from Ormocarpum kirkii, was
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