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106758-54-7

106758-54-7 Structure

106758-54-7 Structure
IdentificationBack Directory
[Name]

Qingyangshengenin B
[CAS]

106758-54-7
[Synonyms]

qyc5
Wilfoside C3N
Otophylloside B
Qingyangshengenin B
Pregn-5-en-20-one, 3-[(O-2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1→4)-O-2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl)oxy]-12-[[(2E)-3,4-dimethyl-1-oxo-2-penten-1-yl]oxy]-8,14,17-trihydroxy-, (3β,12β,14β,17α)-
[Molecular Formula]

C49H78O16
[MDL Number]

MFCD30724998
[MOL File]

106758-54-7.mol
[Molecular Weight]

923.13
Chemical PropertiesBack Directory
[Boiling point ]

898.5±65.0 °C(Predicted)
[density ]

1.26±0.1 g/cm3 (20 ºC 760 Torr)
[form ]

Solid
[pka]

11.92±0.70(Predicted)
[color ]

White to off-white
Hazard InformationBack Directory
[Chemical Properties]

White powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Qingyang ginseng and Artemisia annua.
[Uses]

Qingyang ginseng aglycone B has the functions of calming the liver and tonifying the kidney, removing phlegm and relieving spasm.
[Definition]

ChEBI:Otophylloside B is a steroid saponin that is 17alpha-pregnenolone which is substituted by hydroxy groups at positions 8, 12beta, 14beta and 17beta, in which the 14beta-hydrocy group has been acylated by formal condensation with the carboxy group of (2E)-3,4-dimethylpent-2-enoic acid, and in which the hydroxy group at position 3 has been glycosylated with 2,6-dideoxy-3-O-methyl-beta-D-arabino-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-beta-D-ribo-hexopyranos. A C-21 steroidal glycoside, it is the essential active ingredient of the traditional Chinese medicine Qingyangshen, isolated from Cynanchum otophyllum and used to treat epilepsy and rheumatic pain. It has a role as a plant metabolite and an anticonvulsant. It is an 8-hydroxy steroid, a 14beta-hydroxy steroid, a 17beta-hydroxy steroid, a steroid saponin, a trisaccharide derivative and a tertiary alpha-hydroxy ketone.
[Biological Activity]

Qingyangshengenin B C-21 steroidal glycoside isolated from Qingyangshen. It has a protective effect on Aβ toxicity and reduces Aβ deposition by reducing Aβ expression at the mRNA level. It has antiepileptic activity.
Spectrum DetailBack Directory
[Spectrum Detail]

Qingyangshengenin B(106758-54-7)1HNMR
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