Gastrodin

Gastrodin
Names
IUPAC name
4-(Hydroxymethyl)phenyl β-D-glucopyranoside
Systematic IUPAC name
(2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-[4-(hydroxymethyl)phenoxy]oxane-3,4,5-triol
Other names
Gastrodine
4-(β-D-glucopyranosyloxy)benzyl alcohol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.208.712
UNII
  • 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 N
    Key: PUQSUZTXKPLAPR-UJPOAAIJSA-N N
  • InChI=1/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
    Key: PUQSUZTXKPLAPR-UJPOAAIJBX
  • O(c1ccc(cc1)CO)[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)CO
Properties
C13H18O7
Molar mass 286.280 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Gastrodin is a chemical compound which is the glucoside of gastrodigenin. It has been isolated from the rhizomes of two orchid species, Gastrodia elata and Galeola faberi. It can also be produced by biotransformation of 4-hydroxybenzaldehyde by Datura tatula cell cultures.

G. elata rhizome is a herb used in traditional Chinese medicine to treat headache, and it is standardized in the Chinese Pharmacopoeia by gastrodin and gastrodigenin content. In line with this traditional use, gastrodin and its acetyl derivative are used in China as an over-the-counter drug to treat neurasthenia, headache, and migraine. It is available as a dietary supplement in other countries.

A Chinese literature review considers it useful for a range of central nervous system disorders, with the evidence coming from mostly Chinese researches.

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