Gastrodin: Difference between revisions
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| Name = Gastrodin |
| Name = Gastrodin |
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| ImageFile = Gastrodin.svg |
| ImageFile = Gastrodin.svg |
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| ImageSize = |
| ImageSize = 200px |
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| ImageName = Chemical structure of gastrodin |
| ImageName = Chemical structure of gastrodin |
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| ImageAlt = Chemical structure of gastrodin |
| ImageAlt = Chemical structure of gastrodin |
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| IUPACName = 4-(Hydroxymethyl)phenyl β-<small>D</small>-glucopyranoside |
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| SystematicName = (2''R'',3''S'',4''S'',5''R'',6''S'')-2-(Hydroxymethyl)-6-[4-(hydroxymethyl)phenoxy]oxane-3,4,5-triol |
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4,5-triol |
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| OtherNames = < |
| OtherNames = Gastrodine<br>4-(β-<small>D</small>-glucopyranosyloxy)benzyl alcohol |
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|Section1= |
|Section1={{Chembox Identifiers |
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| CASNo = 62499-27-8 |
| CASNo = 62499-27-8 |
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| CASNo_Ref = |
| CASNo_Ref = {{cascite|correct|??}} |
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| CASNoOther = |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 5YS9U2W3RQ |
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| PubChem = 115067 |
| PubChem = 115067 |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| SMILES = |
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| ChemSpiderID = 102977 |
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| InChI = C1=CC(=CC=C1CO)OC2C(C(C(C(O2)CO)O)O)O |
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| SMILES = O(c1ccc(cc1)CO)[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)CO |
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| 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 |
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| InChIKey = PUQSUZTXKPLAPR-UJPOAAIJBX |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 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 |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = PUQSUZTXKPLAPR-UJPOAAIJSA-N |
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|Section2= |
|Section2={{Chembox Properties |
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| C=13 | H=18 | O=7 |
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| Formula = C<sub>13</sub>H<sub>18</sub>O<sub>7</sub> |
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| MolarMass = 286.27 g/mol |
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| ExactMass = 286.105253 u |
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| Appearance = |
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| Density = |
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'''Gastrodin''' is a natural phenol. It is the [[glucoside]] of [[4-hydroxybenzyl alcohol]] ([[gastrodigenin]]). It can be isolated from ''[[Gastrodia elata]]''. It can be produced by biotransformation of [[4-hydroxybenzaldehyde]] by ''[[Datura tatula]]'' cell cultures<ref>Production of Gastrodin Through Biotransformation of p-hydroxybenzaldehyde Using Cell Suspension Cultures of Datura tatula L. Jia-Shun Gong, Wei-Peng Ma, Jun-Xue Pu, Shu-Guan Xu, Shuang-Qing Zheng and Chun-Jie Xiao, Chinese Journal of Biotechnology, Volume 22, Issue 5, September 2006, Pages 800-805, {{doi|10.1016/S1872-2075(06)60056-3}}</ref>. |
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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]]''.<ref>{{cite journal|pmid=8009989|year=1993|last1=Li|first1=Y. M.|title=Studies on the phenolic derivatives from Galeola faberi Rolfe|journal=Yao Xue Xue Bao = Acta Pharmaceutica Sinica|volume=28|issue=10|pages=766–71|last2=Zhou|first2=Z. L.|last3=Hong|first3=Y. F.}}</ref> It can also be produced by biotransformation of [[4-hydroxybenzaldehyde]] by ''[[Datura tatula]]'' cell cultures.<ref>{{Cite journal | last1 = Gong | first1 = J. | last2 = Ma | first2 = W. | last3 = Pu | first3 = J. | last4 = Xu | first4 = S. | last5 = Zheng | first5 = S. | last6 = Xiao | first6 = C. | doi = 10.1016/S1872-2075(06)60056-3 | title = Production of Gastrodin Through Biotransformation of p-hydroxybenzaldehyde Using Cell Suspension Cultures of Datura tatula L | journal = Chinese Journal of Biotechnology | volume = 22 | issue = 5 | pages = 800–804 | year = 2006 | pmid = 17037205}}</ref> |
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It is sold by Chinese company [[Kunming Pharmaceutical Corporation]]. |
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''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.<ref>{{cite book |title=中国药典 |volume=1 |date=2015 |language=zh |isbn=978-7-5067-7337-9 |url=https://db.ouryao.com/yd2015/view.php?id=85 |page=58 |chapter=天麻 / GASTRODIAE RHIZOMA|author1=国家药典委员会 }}</ref> 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]].<ref>{{cite web |title=Gastrodin Tablets (天麻素片) Monograph |url=http://drugs.dxy.cn/drug/128981.htm |website=drugs.dxy.cn}}</ref> It is available as a [[dietary supplement]] in other countries. |
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A Chinese [[literature review]] considers it useful for a range of [[central nervous system]] disorders, with the evidence coming from mostly Chinese researches.<ref>{{cite journal |last1=Liu |first1=Y |last2=Gao |first2=J |last3=Peng |first3=M |last4=Meng |first4=H |last5=Ma |first5=H |last6=Cai |first6=P |last7=Xu |first7=Y |last8=Zhao |first8=Q |last9=Si |first9=G |title=A Review on Central Nervous System Effects of Gastrodin. |journal=Frontiers in Pharmacology |date=2018 |volume=9 |pages=24 |doi=10.3389/fphar.2018.00024 |pmid=29456504 |pmc=5801292|doi-access=free }}</ref> |
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{{Natural-phenol-stub}} |
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[[Category:Orchids]] |