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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:
Molecular Weight:
450.39
MDL number:
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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Luciane G Batista Pereira et al.
Pest management science, 58(5), 503-507 (2002-05-10)
Astilbin was isolated in high yield from Dimorphandra mollis, and its insecticidal and growth inhibiting activity by stomach ingestion were evaluated against Anticarsia gemmatalis and Spodoptera frugiperda. The insecticidal activity of astilbin, the weight reduction of the larval phase and
Guang Yang et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1049-1050, 41-50 (2017-03-08)
An analytical approach including fingerprint, quantitative analysis and rapid screening of anti-oxidative components was established and successfully applied for the comprehensive quality control of Rhizoma Smilacis Glabrae (RSG), a well-known Traditional Chinese Medicine with the homology of medicine and food.
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
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
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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