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Details

Stereochemistry ABSOLUTE
Molecular Formula C40H62O15
Molecular Weight 782.9113
Optical Activity UNSPECIFIED
Defined Stereocenters 20 / 20
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of WITHANOSIDE VI

SMILES

[H][C@@]12CC[C@]([H])([C@@](C)(O)[C@@]3([H])CC(C)=C(C)C(=O)O3)[C@@]1(C)CC[C@@]4([H])[C@@]2([H])CC=C5C[C@H](C[C@H](O)[C@]45C)O[C@]6([H])O[C@H](CO[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@@H](O)[C@H](O)[C@H]6O

InChI

InChIKey=MKCYAASFWFGIJK-BWBMWEGTSA-N
InChI=1S/C40H62O15/c1-17-12-28(55-35(49)18(17)2)40(5,50)26-9-8-22-21-7-6-19-13-20(14-27(42)39(19,4)23(21)10-11-38(22,26)3)52-37-34(48)32(46)30(44)25(54-37)16-51-36-33(47)31(45)29(43)24(15-41)53-36/h6,20-34,36-37,41-48,50H,7-16H2,1-5H3/t20-,21+,22+,23+,24-,25-,26+,27+,28-,29-,30-,31+,32+,33-,34-,36-,37-,38+,39+,40-/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/26640469

Ashwagandha (root of Withania somnifera) has been used for many purposes, it is mainly considered a tonic in traditional Ayurvedic medicine. Withanoside VI is an active constituent of Ashwagandha. In vivo, oral withanoside VI (10 umol/kg/day for 12 days) improved Abeta(25-35)-induced memory impairment, neurite atrophy, and synaptic loss in the cerebral cortex and hippocampus in mice. Withanoside VI facilitates the regeneration of axons and dendrites by reconstructing preand post-synapses in neurodegenerative diseases and preventing pathogenesis and neuronal death. Withanoside VI is important candidate for the therapeutic treatment of neurodegenerative diseases.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[Overcoming several neurodegenerative diseases by traditional medicines: the development of therapeutic medicines and unraveling pathophysiological mechanisms].
2008 Aug
Patents

Patents

Sample Use Guides

Mice: oral withanoside VI (10 umol/kg/day for 12 days) improved Abeta(25-35)-induced memory impairment, neurite atrophy, and synaptic loss in the cerebral cortex and hippocampus in mice.
Route of Administration: Oral
Withanoside VI showed significant neurite outgrowth activity at a concentration of 1 uM on a human neuroblastoma SH-SY5Y cell line.
Name Type Language
WITHANOSIDE VI
Common Name English
ERGOSTA-5,24-DIEN-26-OIC ACID, 3-((6-O-.BETA.-D-GLUCOPYRANOSYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-1,20,22-TRIHYDROXY-, .SIGMA.-LACTONE, (1.ALPHA.,3.BETA.,22R)-
Systematic Name English
WITHANOSIDE VI, (-)-
Common Name English
WITHANOSIDE VI (CONSTITUENT OF ASHWAGANDHA ROOT) [DSC]
Common Name English
Code System Code Type Description
PUBCHEM
91827019
Created by admin on Sat Dec 16 03:10:42 GMT 2023 , Edited by admin on Sat Dec 16 03:10:42 GMT 2023
PRIMARY
FDA UNII
25Q6Y8Y108
Created by admin on Sat Dec 16 03:10:42 GMT 2023 , Edited by admin on Sat Dec 16 03:10:42 GMT 2023
PRIMARY
CAS
362472-82-0
Created by admin on Sat Dec 16 03:10:42 GMT 2023 , Edited by admin on Sat Dec 16 03:10:42 GMT 2023
PRIMARY