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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
CAS Number	62499-27-8^Y
3D model (JSmol)	Interactive image
ChemSpider	102977^N
ECHA InfoCard	100.208.712
PubChem CID	115067
UNII	5YS9U2W3RQ^Y
CompTox Dashboard (EPA)
InChI 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
SMILES O(c1ccc(cc1)CO)[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)CO
Properties
Chemical formula	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 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

^ 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.
^ 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.
^ 国家药典委员会 (2015). "天麻 / GASTRODIAE RHIZOMA". 中国药典 (in Chinese). Vol. 1. p. 58. ISBN 978-7-5067-7337-9.
^ "Gastrodin Tablets (天麻素片) Monograph". drugs.dxy.cn.
^ Liu, Y; Gao, J; Peng, M; Meng, H; Ma, H; Cai, P; Xu, Y; Zhao, Q; Si, G (2018). "A Review on Central Nervous System Effects of Gastrodin". Frontiers in Pharmacology. 9: 24. doi:10.3389/fphar.2018.00024. PMC 5801292. PMID 29456504.

This page was last edited on 2 May 2023, at 15:06