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Details

Stereochemistry ABSOLUTE
Molecular Formula C13H18O7
Molecular Weight 286.2778
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GASTRODIN

SMILES

OC[C@H]1O[C@@H](OC2=CC=C(CO)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI

InChIKey=PUQSUZTXKPLAPR-UJPOAAIJSA-N
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

HIDE SMILES / InChI
Molecular Formula C13H18O7
Molecular Weight 286.2778
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including

Gastrodin is the main bioactive component of Gastrodia elata Blume (G. elata). Tian Ma Su Zhu She Ye (contains Gastrodin) It is an extensively used in the clinical practice of traditional Chinese medicine, to treat neurasthenia, neurasthenia syndrome, angioneurotic headache disorder, traumatic brain syndrome, vertigo meniere disease, medicinal with dizziness, vertigo, sudden deafness, vestibular neuronitis, vertebral basilar artery blood supply deficiency, etc. Apart from traditional claims, scientific reports support the antioxidative, anticonvulsive, antiinflammatory, antiepileptic, antiobesity, anxiolytic, and learning and memory improvements in activities of gastrodin

CNS Activity

CNS Active
3913
Curator's Comment: Gastrodin is CNS active in animals. Gastrodin is the main bioactive component of Gastrodia elata Blume (G. elata). It is an extensively used in the clinical practice of traditional Chinese medicine, to treat headache, migraine, dizziness, epilepsy, infantile convulsion, tetany and so on.

Originator

Chow, J. et al.
2
Sources: Chow J, Yang YB, Yang TR A new phenolic glucoside of Gastrodia elata Blume - gastrodin. Kexue Tongbao. 1979. 24:335-336
Curator's Comment: reference retrieved from https://books.google.ru/books?id=xmHwCAAAQBAJ&dq

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 1.94 µM [Kd]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Basic research
Unknown

Approved Use

Unknown
Primary
Basic research
Unknown

Approved Use

Unknown
Primary
Basic research
Unknown

Approved Use

Unknown
Primary
Phase IV
63
Unknown

Approved Use

Unknown
Primary
Phase IV
63
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Effects of Gastrodia elata and its active constituents on scopolamine-induced amnesia in rats.
1996 Aug
Gastrodin and p-hydroxybenzyl alcohol facilitate memory consolidation and retrieval, but not acquisition, on the passive avoidance task in rats.
1997 Mar
Simultaneous determination of p-hydroxybenzaldehyde, p-hydroxybenzyl alcohol, 4-(beta-D-glucopyranosyloxy)-benzyl alcohol, and sugars in Gastrodia elata blume measured as their acetylated derivatives by GC-MS.
2001 Jun
4-Hydroxycinnamoyl-CoA hydratase/lyase, an enzyme of phenylpropanoid cleavage from Pseudomonas, causes formation of C(6)-C(1) acid and alcohol glucose conjugates when expressed in hairy roots of Datura stramonium L.
2002 May
[The production of gastrodin through biotransformation of p-hydroxybenzaldehyde by cell suspension culture of Datura stramonium].
2006 Oct
[Production of gastrodin through biotransformation of p-hydroxybenzaldehyde by cell suspension cultures of Datura tatula L].
2006 Sep
Pharmacologically active compounds in the Anoectochilus and Goodyera species.
2008 Apr
Gastrodin stimulates anticancer immune response and represses transplanted H22 hepatic ascitic tumor cell growth: Involvement of NF-κB signaling activation in CD4+ T cells.
2013 Jun 15
Patents

Patents

EP2832371A1
2
EP2832371A4
2
WO/2013/143323A1
2
WO/2016/004704A1
2
WO/2016/112787A1
2

Sample Use Guides

In Vivo Use Guide
Gastrodin injection (unspecified dosage) is beneficial to old patients with refractory hypertension. Gastrodin (50 - 100 mg/kg, intraperitoneally) can decrease the volume of cerebral infarction, ameliorate the cerebral injury in the rats of cerebral ischemia-reperfusion.
Route of Administration: Parenteral
In Vitro Use Guide
Gastrodin could effectively promote proliferation of rat RSC96 Schwann cells in a dose- and time-dependent manner. The best performance was obtained at the concentration of 200μM.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:31:19 GMT 2023
Edited
by admin
on Fri Dec 15 15:31:19 GMT 2023
Record UNII
5YS9U2W3RQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GASTRODIN
INCI   MI   WHO-DD  
INCI  
Official Name English
(-)-GASTRODIN
Common Name English
4-HYDROXYBENZYL ALCOHOL 4-O-.BETA.-D-GLUCOPYRANOSIDE
Common Name English
GASTRODIN [MI]
Common Name English
4-(.BETA.-D-GLUCOPYRANOSYLOXY)BENZYL ALCOHOL
Common Name English
.BETA.-D-GLUCOPYRANOSIDE, 4-(HYDROXYMETHYL)PHENYL
Common Name English
Gastrodin [WHO-DD]
Common Name English
4-(.BETA.-D-GLUCOPYRANOSYL)-BENZYLALCOHOL
Common Name English
.BETA.-D-GLUCOPYRANOSIDE, 4-(HYDROXYMETHYL)PHENYL-
Common Name English
GASTRODIN [INCI]
Common Name English
Code System Code Type Description
FDA UNII
5YS9U2W3RQ
Created by admin on Fri Dec 15 15:31:19 GMT 2023 , Edited by admin on Fri Dec 15 15:31:19 GMT 2023
PRIMARY
PUBCHEM
115067
Created by admin on Fri Dec 15 15:31:19 GMT 2023 , Edited by admin on Fri Dec 15 15:31:19 GMT 2023
PRIMARY
WIKIPEDIA
Gastrodin
Created by admin on Fri Dec 15 15:31:19 GMT 2023 , Edited by admin on Fri Dec 15 15:31:19 GMT 2023
PRIMARY
EPA CompTox
DTXSID30978086
Created by admin on Fri Dec 15 15:31:19 GMT 2023 , Edited by admin on Fri Dec 15 15:31:19 GMT 2023
PRIMARY
SMS_ID
100000167075
Created by admin on Fri Dec 15 15:31:19 GMT 2023 , Edited by admin on Fri Dec 15 15:31:19 GMT 2023
PRIMARY
EVMPD
SUB181409
Created by admin on Fri Dec 15 15:31:19 GMT 2023 , Edited by admin on Fri Dec 15 15:31:19 GMT 2023
PRIMARY
MERCK INDEX
m5678
Created by admin on Fri Dec 15 15:31:19 GMT 2023 , Edited by admin on Fri Dec 15 15:31:19 GMT 2023
PRIMARY Merck Index
CAS
62499-27-8
Created by admin on Fri Dec 15 15:31:19 GMT 2023 , Edited by admin on Fri Dec 15 15:31:19 GMT 2023
PRIMARY
Related Record Type Details
GASTRODIA ELATA TUBER
PARENT -> CONSTITUENT ALWAYS PRESENT
Structure of GASTRODIN HEMIHYDRATE
SOLVATE->ANHYDROUS
Related Record Type Details
Structure of GASTRODIN
ACTIVE MOIETY
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