Gastrodin

Gastrodin

Names
IUPAC name (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-(hydroxymethyl)phenoxy]oxane-3, 4,5-triol
Other names Gastrodine 4-(beta-D-glucopyranosyloxy) benzyl alcohol
Identifiers
CAS Number	62499-27-8
ChemSpider	102977
Jmol interactive 3D	Image
PubChem	115067
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 Key: PUQSUZTXKPLAPR-UJPOAAIJSA-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	286.27 g/mol
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

Gastrodin is a natural phenol. It is the glucoside of 4-hydroxybenzyl alcohol (gastrodigenin). It can be isolated from the orchids Gastrodia elata or from the rhizome of Galeola faberi.^[1]

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

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.