Names | |
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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 |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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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). |
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]
α-Methyltryptamine is a psychedelic, stimulant, and entactogen drug of the tryptamine class. It was originally developed as an antidepressant by workers at Upjohn in the 1960s, and was used briefly as an antidepressant in Russia under the trade name Indopan before being discontinued.
Bufotalin is a cardiotoxic bufanolide steroid, cardiac glycoside analogue, secreted by a number of toad species. Bufotalin can be extracted from the skin parotoid glands of several types of toad.
Gastrodia elata is a saprophytic perennial herb in the family Orchidaceae. It is found in Nepal, Bhutan, India, Japan, Korea, Siberia, Taiwan, and China.
Anisodamine, also known as 7β-hydroxyhyoscyamine, is an anticholinergic and α1 adrenergic receptor antagonist used in the treatment of acute circulatory shock in China. It is given orally or by injection, as a racemic mixture (racanisodamine) or as a hydrobromide salt. Eye drops at 0.5% concentration for slowing the progression of myopia is also available in China.
Arenobufagin is a cardiotoxic bufanolide steroid secreted by the Argentine toad Bufo arenarum. It has effects similar to digitalis, blocking the Na+/K+ pump in heart tissue.
para-Chloroamphetamine (PCA), also known as 4-chloroamphetamine (4-CA), is a substituted amphetamine and monoamine releaser similar to MDMA, but with substantially higher neurotoxicity, thought to be due to the unrestrained release of both serotonin and dopamine by a metabolite. It is used as a neurotoxin by neurobiologists to selectively kill serotonergic neurons for research purposes, in the same way that 6-hydroxydopamine is used to kill dopaminergic neurons.
CB-13 (CRA13, SAB-378) is a cannabinoid drug, which acts as a potent agonist at both the CB1 and CB2 receptors, but has poor blood–brain barrier penetration, and so produces only peripheral effects at low doses, with symptoms of central effects such as catalepsy only appearing at much higher dose ranges. It has antihyperalgesic properties in animal studies, and has progressed to preliminary human trials.
2-Aminoindane (2-AI) is a research chemical with applications in neurologic disorders and psychotherapy that has also been sold as a designer drug. It acts as a selective substrate for NET and DAT.
2-Fluoroamphetamine (2-FA) is a stimulant drug from the amphetamine family which has been sold as a designer drug. 2-Fluoroamphetamine differs from 3- and 4-fluoroamphetamine in the position of the fluorine atom on the aromatic ring, making them positional isomers of one another. The replacement of a hydrogen atom with a fluorine atom in certain compounds to facilitate passage through the blood–brain barrier, as is desirable in central nervous system pharmaceutical agents, is a common practice due to the corresponding increase in lipophilicity granted by this substitution.
4-Hydroxybenzaldehyde is one of the three isomers of hydroxybenzaldehyde. It can be found in the orchids Gastrodia elata, Galeola faberi, and the Vanilla orchids.
Cāng zhú, also known as black atractylodes rhizome or Rhizoma Atractylodes, is a Chinese herbal medicine. It is the dried rhizome of Atractylodes lancea (Thunb.) DC., synonyms Atractylodes chinensis (DC.) Koidz, and Atractylodes japonica Koidz. The medicine is distinguished from bái zhú, which is typically cultivated, whereas cāng zhú more often tends to be collected from the wild. It is believed that the distinction between cāng zhú and bái zhú emerged in relatively modern times; a single drug "zhú" described in the Shen nong ben cao jing probably included many Atractylodes species.
2,4-Bis(4-hydroxybenzyl)phenol is a phenolic compound produced by the saprophytic orchid Gastrodia elata and by the myco-heterotroph orchid Galeola faberi.
Galeola faberi is an orchid species in the genus Galeola found in central and southern China, as well as in Nepal, the eastern Himalayas, Vietnam and Sumatra.
Chrysophanol, also known as chrysophanic acid, is a fungal isolate and a natural anthraquinone. It is a C-3 methyl substituted chrysazin of the trihydroxyanthraquinone family.
α-Pyrro
4-Methylbuphedrone, is a stimulant drug of the cathinone class that has been sold online as a designer drug.
4'-Methoxy-α-pyrrolidinopentiophenone is a stimulant drug of the cathinone class that has been sold online as a designer drug.
6-Chloro-MDMA is a derivative of the amphetamine drug MDMA, which has been identified both in seized "ecstasy" tablets and in urine samples from drug users. It is thought most likely to be an impurity from synthesis and its pharmacological properties have not been established, however it has been banned in several countries.
Chinese ophthalmology is part of Traditional Chinese medicine (TCM). Diseases of the eyes are treated with Chinese herbs, acupuncture/moxibustion, tuina, Chinese dietary therapy as well as qigong and taijiquan.
The substituted benzofurans are a class of chemical compounds based on the heterocyclyc and polycyclic compound benzofuran. Many medicines use the benzofuran core as a scaffold, but most commonly the term is used to refer to the simpler compounds in this class which include numerous psychoactive drugs, including stimulants, psychedelics and empathogens. In general, these compounds have a benzofuran core to which a 2-aminoethyl group is attached, and combined with a range of other substituents. Some psychoactive derivatives from this family have been sold under the name Benzofury.