Gastrodin

Chemical compound From Wikipedia, the free encyclopedia

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.[1] It can also be produced by biotransformation of 4-hydroxybenzaldehyde by Datura tatula cell cultures.[2]

Quick facts Names, Identifiers ...
Gastrodin
Chemical structure of gastrodin
Chemical structure of 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 Edit this at Wikidata
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).
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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.[3] In line with this traditional use, gastrodin and its acetyl derivative (acetagastrodin) are used in China as an over-the-counter drug to treat neurasthenia, headache, and migraine.[4] 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.[5]

References

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