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SMB00313

Sigma-Aldrich

Gastrodin

≥98% (HPLC)

Synonym(s):

(2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-(4-hydroxymethyl-phenoxy)-tetrahydro-pyran-3,4,5-triol, 4-β-D-glucopyranosyloxybenzyl alcohol, 4-Hydroxybenzyl alcohol 4-O-β-D-glucoside

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About This Item

Empirical Formula (Hill Notation):
C13H18O7
CAS Number:
62499-27-8
Molecular Weight:
286.28
MDL number:
MFCD00272169
UNSPSC Code:
12352205
PubChem Substance ID:
329824945
NACRES:
NA.25

biological source

plant (Gastrodia elata Blume)

assay

≥98% (HPLC)

form

powder

application(s)

detection
metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

O[C@@H]1[C@@H](CO)O[C@@H](OC2=CC=C(CO)C=C2)[C@H](O)[C@H]1O

InChI

1S/C13H18O7/c14-5-7-1-3-8(4-2-7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-4,9-18H,5-6H2/t9-,10-,11+,12-,13-/m1/s1

InChI key

PUQSUZTXKPLAPR-UJPOAAIJSA-N

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General description

Gastrodin, a phenolic glucoside, is the main active ingredient of the traditional Chinese medicinal compound Tianma. Gastrodin is an active component of Gastrodia elata Blume, a herb belonging to the Orchidaceae family.

Application

Gastrodin has been used as a control to estimate the gastrodin content in the leaves, roots and stems of Anoectochilus formosanus Hayata.

Biochem/physiol Actions

Gastrodin can penetrate through the blood-brain barrier and has been suggested to have neuroprotective effects against hypoxia. It is also known to reduce the immunoreactivity of gamma-aminobutyric acid shunt enzymes in hippocampal tissues. Traditionally, gastrodin is also known to be effective in the treatment of headache, vertigo, dizziness and convulsive disorders. Along with anticonvulsant property, it also possesses antiepileptic, anxiolytic, anti-inflammatory and antiobesity action. Gastrodin is also helps in learning and memory stimulation.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

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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Enhanced Agronomic Traits and Medicinal Constituents of Autotetraploids in Anoectochilus formosanus Hayata, a Top-Grade Medicinal Orchid
Chung HH, et al.
Molecules (Basel), 22(11), 1907-1907 (2017)
Gastrodin protects apoptotic dopaminergic neurons in a toxin-induced Parkinson?s disease model
Kumar H, et al.
Evidence-Based Complementary and Alternative Medicine : ECAM, 2013 (2013)
Tianyuan Ye et al.
International journal of molecular sciences, 19(12) (2018-12-14)
Patients with diabetes mellitus (DM) suffer more risks from diabetic encephalopathy such as cognitive dysfunction and depressive-like behaviors. Numerous studies show that ER (endoplasmic reticulum) stress and inflammation play important roles in the development of diabetic encephalopathy. Gastrodin (Gas), one
Yu Xing et al.
The international journal of biochemistry & cell biology, 109, 8-16 (2019-01-27)
The in vivo protective role of gastrodin (GSTD) in myocardial infarction (MI) has been reported. However, the underlying mechanism remains unclear. Herein, we aimed to explore the effects of GSTD on hypoxia-injured H9c2 cells as well as the downstream microRNAs
Man Jiao et al.
Chemosphere, 226, 678-686 (2019-04-09)
The ubiquitous environmental pollutant 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) has been shown to trigger neurotoxicity. In this study, we investigated the protective effects of gastrodin on TCDD-induced neurotoxicity and the underlying molecular mechanisms. The results show that gastrodin decreased cell viability, tumor necrosis
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