Structure via PubChem · Public domain (PubChem)
gastrodin
Sign in to saveAlso known as 4-(Hydroxymethyl)phenyl-beta-D-glucopyranoside
Gastrodin is a chemical compound which is the glucoside of gastrodigenin. It has been isolated from the rhizomes of two orchid species, Gastrodia elata and Galeola faberi. It can also be produced by biotransformation of 4-hydroxybenzaldehyde by Datura tatula cell cultures.
Chemical data
- Formula
- C13H18O7
- Molecular weight
- 286.28 g/mol
- IUPAC name
- (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-(hydroxymethyl)phenoxy]oxane-3,4,5-triol
- SMILES
- C1=CC(=CC=C1CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
- InChIKey
- PUQSUZTXKPLAPR-UJPOAAIJSA-N
- XLogP
- -0.8
- Polar surface area
- 120 Ų
- H-bond donors
- 5
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 286.105253
Show 3 more facts
- isomeric SMILES
- C1=CC(=CC=C1CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
- chemical formula
- C₁₃H₁₈O₇
- canonical SMILES
- C1=CC(=CC=C1CO)OC2C(C(C(C(O2)CO)O)O)O
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Gastrodin is a chemical compound which is the glucoside of gastrodigenin. It has been isolated from the rhizomes of two orchid species, Gastrodia elata and Galeola faberi. It can also be produced by biotransformation of 4-hydroxybenzaldehyde by Datura tatula cell cultures.
G. elata rhizome is a herb used in traditional Chinese medicine to treat headache, and it is standardized in the Chinese Pharmacopoeia by gastrodin and gastrodigenin content. In line with this traditional use, gastrodin and its acetyl derivative (acetagastrodin) are used in China as an over-the-counter drug to treat neurasthenia, headache, and migraine. It is available as a dietary supplement in other countries.
Excerpted from Wikipedia’s “gastrodin” article, available under the CC BY-SA 4.0 licence.