Compound: Gastrodin
SMILES: O1[C@@H](Oc2ccc(CO)cc2)[C@H](O)[C@@H](O)[C@@H]([C@H]1CO)O
InChIKey: PUQSUZTXKPLAPR-UJPOAAIJSA-N
Synonyms: Gastrodin, 62499-27-8, Gastrodine, (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-(hydroxymethyl)phenoxy]oxane-3,4,5-triol, 5YS9U2W3RQ, DTXSID30978086, beta-D-Glucopyranoside, 4-(hydroxymethyl)phenyl, (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-(hydroxymethyl)phenoxy)oxane-3,4,5-triol, RefChem:37313, DTXCID301405414, 4-(Hydroxymethyl)phenyl beta-D-Glucopyranoside, Gastrodin Hemihydrate, b-D-Glucopyranoside, 4-(hydroxymethyl)phenyl, (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-(hydroxymethyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triol, CHEMBL274739, MFCD00272169, UNII-5YS9U2W3RQ, Gastrodin CRS, ss-D-Glucopyranoside, 4-(hydroxymethyl)phenyl; 4-(Hydroxymethyl)phenyl ss-D-glucopyranoside; 4-(ss-D-Glucopyranosyl)-benzylalcohol; 4-(ss-D-Glucopyranosyloxy)benzyl alcohol; 4-Hydroxybenzyl alcohol 4-O-ss-D-glucopyranoside; Gastrodin, Gastrodin (Standard), Gastrodin (Gastrodine), GASTRODIN [MI], 4-Hydroxybenzyl alcohol;, (-)-GASTRODIN, 4-(Hydroxymethyl)phenyl-beta-D-glucopyranoside, GASTRODIN [WHO-DD], 4-O-beta-D-Glucopyranoside;, orb1304755, orb3140684, SCHEMBL1076037, Gastrodin, >=98% (HPLC), CHEBI:80828, HY-N0115R, GLXC-03177, HMS3884L15, HY-N0115, MSK40094, BDBM50177403, s2383, 4-hydroxymethylphenyl beta-D-glucoside, 4-hydroxymethylphenyl-beta-D-glucoside, AKOS015951256, AC-8028, CCG-267336, CS-7969, EBC-617079, MG11579, (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-(hydroxymethyl)phenoxy]tetrahydropyran-3,4,5-triol, NCGC00346601-02, 4-beta- D Glucopyranosyloxybenzyl alcohol, 4Hydroxybenzyl alcohol 4-O-b-D-glucoside, AS-17473, DA-53519, Gastrodin, from Gastrodia alata, >=98%, SY076539, 4-(beta-d-glucopyranosyloxy)-benzyl alcohol, 4-[beta-d-glucopyranosyloxy] benzyl alcohol, NS00124520, 4-(Hydroxymethyl)phenylbeta-D-Glucopyranoside, C16964, 4-(.BETA.-D-GLUCOPYRANOSYL)-BENZYLALCOHOL, 4-(Hydroxymethyl)phenyl beta- D -glucopyranoside;, F808012, Q5526833, 4-(.BETA.-D-GLUCOPYRANOSYLOXY)BENZYL ALCOHOL, .BETA.-D-GLUCOPYRANOSIDE, 4-(HYDROXYMETHYL)PHENYL, .BETA.-D-GLUCOPYRANOSIDE, 4-(HYDROXYMETHYL)PHENYL-, 4-HYDROXYBENZYL ALCOHOL 4-O-.BETA.-D-GLUCOPYRANOSIDE, NCGC00346601-02_C13H18O7_beta-D-Glucopyranoside, 4-(hydroxymethyl)phenyl, (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-(hydroxymethyl)phenoxy)-tetrahydro-2H-pyran-3,4,5-triol, 4-(Hydroxymethyl)phenyl beta-D-glucopyranoside; (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-(hydroxymethyl)phenoxy]oxane-3,4,5-triol
Theoretical properties:
molecular_formula: C13H18O7
molecular_weight: 286.28 g/mol
exact_mass: 286.10525291 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 5
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 4
heavy_atom_count: 20
topological_polar_surface_area: 120 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Gastrodin is a glycoside.
chembl: GASTRODIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 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.
A Chinese literature review considers it useful for a range of central nervous system disorders, with the evidence coming from mostly Chinese researches.