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SMB00584

Sigma-Aldrich

Gastrodin

from Gastrodia alata, ≥98%

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:
Molecular Weight:
286.28
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.25

Assay

≥98%

form

powder

application(s)

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 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 γ-aminobutyric acid shunt enzymes in hippocampal tissues.

Biochem/physiol Actions

Gastrodin is a key bioactive component. The study shows that its clinical application is widely distributed in the treatment of neurasthenia, dizziness, epilepsy, migraine, headache and dementia. Its pharmacological impacts has also been reported in cardiovascular diseases and neointima formation.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Ji-Nan Dai et al.
PloS one, 6(7), e21891-e21891 (2011-07-19)
Microglial activation plays an important role in neurodegenerative diseases by producing several proinflammatory enzymes and proinflammatory cytokines. The phenolic glucoside gastrodin, a main constituent of a Chinese herbal medicine, has been known to display anti-inflammatory properties. The current study investigates
Lihua Zhu et al.
International journal of molecular medicine, 30(5), 1034-1040 (2012-08-28)
Vascular smooth muscle cell (VSMC) proliferation plays a critical role in the development of vascular diseases. In the present study, we tested the efficacy and the mechanisms of action of gastrodin, a bioactive component of the Chinese herb Gastrodia elata

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