Chemistry:Gastrodin

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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
UNII
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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Infobox references
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Gastrodin is a chemical compound which is the glucoside of gastrodigenin. It has been isolated from the orchid Gastrodia elata and from the rhizome of Galeola faberi.[1] It can also be produced by biotransformation of 4-hydroxybenzaldehyde by Datura tatula cell cultures.[2]

G. elata 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 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

  1. Li, Y. M.; Zhou, Z. L.; Hong, Y. F. (1993). "Studies on the phenolic derivatives from Galeola faberi Rolfe". Yao Xue Xue Bao = Acta Pharmaceutica Sinica 28 (10): 766–71. PMID 8009989. 
  2. Gong, J.; Ma, W.; Pu, J.; Xu, S.; Zheng, S.; Xiao, C. (2006). "Production of Gastrodin Through Biotransformation of p-hydroxybenzaldehyde Using Cell Suspension Cultures of Datura tatula L". Chinese Journal of Biotechnology 22 (5): 800–804. doi:10.1016/S1872-2075(06)60056-3. PMID 17037205. 
  3. 国家药典委员会 (2015). "天麻 / GASTRODIAE RHIZOMA" (in zh). 中国药典. 1. p. 58. ISBN 978-7-5067-7337-9. https://db.ouryao.com/yd2015/view.php?id=85. 
  4. "Gastrodin Tablets (天麻素片) Monograph". http://drugs.dxy.cn/drug/128981.htm. 
  5. Liu, Y; Gao, J; Peng, M; Meng, H; Ma, H; Cai, P; Xu, Y; Zhao, Q et al. (2018). "A Review on Central Nervous System Effects of Gastrodin.". Frontiers in Pharmacology 9: 24. doi:10.3389/fphar.2018.00024. PMID 29456504.