84745-94-8

Basic information

• Product Name: Qingyangshengenin
• Synonyms: Qingyangshengenin;Qingyangshengenin A;Nsc379666;Quingyangshengenin;Qingyanshengenin;Qingyangshengenin, 98%, from Cynanchum otophyllum C. K. Schneid.
• CAS NO: 84745-94-8
• Molecular Formula: C28H36O8
• Molecular Weight: 500.584
• Mol File: 84745-94-8.mol

Chemical Properties

• Boiling Point: 686.408 °C at 760 mmHg
• Flash Point: 226.159 °C
• Appearance: /
• Density: 1.405 g/cm³
• Vapor Pressure: 8.75E-20mmHg at 25°C
• Refractive Index: 1.648
• CAS DataBase Reference: Qingyangshengenin(CAS DataBase Reference)
• NIST Chemistry Reference: Qingyangshengenin(84745-94-8)
• EPA Substance Registry System: Qingyangshengenin(84745-94-8)

Safety Data

• Hazardous Substances Data: 84745-94-8(Hazardous Substances Data)

Usage

Uses

Qingyangshengenin is a steroid used in the preparation of antiepileptic agents.

InChI:InChI=1/C28H36O8/c1-16(29)26(33)12-13-28(35)25(26,3)22(36-23(32)17-4-6-19(30)7-5-17)15-21-24(2)10-9-20(31)14-18(24)8-11-27(21,28)34/h4-8,20-22,30-31,33-35H,9-15H2,1-3H3

Upstream product

• 1206547-24-1 (3β,12β,14β,17α)-3-{[2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1->4)-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxy-20-oxopregn-5-en-12-yl 4-hydroxybenzoate 
• 1206547-25-2 (3β,12β,14β,17α)-3-{[2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1->4)-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxy-20-oxopregn-5-en-12-yl 4-hydroxybenzoate 
• 1206547-26-3 (3β,12β,14β,17α)-3-{[2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1->4)-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxy-20-oxopregn-5-en-12-yl 4-hydroxybenzoate 
• 1326583-06-5 qingyangshengenin-3-O-β-D-cymaropyranosyl-(1->4)-β-D-oleandropyranosyl-(1->4)-β-D-cymaropyranosyl-(1->4)-β-D-digitoxopyranoside 
• 1326583-08-7 qingyangshengenin 3-O-β-D-cymaropyranosyl-(1→4)-β-D-oleandropyranosyl-(1→4)-β-D-cymaropyranosyl-(1→4)-β-D-cymaropyranoside 
• 1326583-11-2 qingyangshengenin-3-O-β-D-glucopyranosyl-(1->4)-β-D-glucopyranosyl-(1->4)-β-D-oleandropyranosyl-(1->4)-β-D-cymaropyranosyl-(1->4)-β-D-cymaropyranoside 
• 1253188-27-0 qingyangshengenin 3-O-β-D-oleandropyranosyl-(1->4)-β-D-cymaropyranoside 
• 1346231-78-4 qingyangshengenin 3-O-β-D-glucopyranosyl-(1->4)-β-D-glucopyranosyl-(1->4)-α-L-cymaropyranosyl-(1->4)-β-D-oleandropyranosyl-(1->4)-β-D-cymaropyranoside 
• 1808159-02-5 qingyangshengenin-3-O-α-L-cymaropyranosyl-(1→4)-β-D-oleandropyranosyl-(1→4)-β-D-cymaropyranosyl-(1→4)-β-D-cymaropyranoside 

Relevant articles and documents

C21 steroidal glycosides from Prunella Vulgaris

A new C21 steroidal glycoside, qinyangshengenin-3-O-β-D-digitoxopyranoside (1), together with a known steroidal glycoside, qinyangshengenin-3-O-β-D-oleandropyranosyl-(1→4)-β-D-cymaropyranosyl-(1→4)-β-D-digitoxopyranoside (2), was isolated from

New pregnane glycosides from the roots of Cynanchum otophyllum

Six new pregnane glycosides with an acyl at C-12 and a straight sugar chain at C-3, namely otophyllosides H-M (1-6), were isolated from the roots of Cynanchum otophyllum (Asclepiadaceae) collected from Eryuan County in Yunnan province of China. Their stru

Cytotoxicity of pregnane glycosides of Cynanchum otophyllum

Fourteen new pregnane glycosides, including nine caudatin glycosides (1-9), three qinyangshengenin glycosides (10-12), one kidjoranin glycosides (13) and one gagaminin glycosides (14), along with twelve known analogs (15-26) were isolated from roots of Cy

Cynanauriculoside C-E, three new antidepressant pregnane glycosides from Cynanchum auriculatum

Based on the bioactive screening results, three new pregnane glycosides named as cynanauriculoside C-E (1-3), were isolated from the roots of Cynanchum auriculatum Royle ex Wight (Asclepiadaceae), together with two known ones, otophylloside L (4) and cynauricuoside C (5). On the basis of detailed spectroscopic analysis and chemical method, the structures of new compounds were characterized to be qingyangshengenin 3-O-β-d-oleandropyranosyl-(1 → 4)-β-d-cymaropyranoside (1), qingyangshengenin 3-O-β-d-glucopyranosyl- (1 → 4)-β-d-glucopyranosyl-(1 → 4) -α-l-cymaropyranosyl-(1 → 4)-β-d-oleandropyranosyl-(1 → 4)-β-d-cymaropyranoside (2) and caudatin 3-O-β-d-glucopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 4)-β-d-cymaropyranosyl-(1 → 4)-β-d-oleandropyranosyl-(1 → 4)-β-d-digitoxopyranoside (3). In the despair mice models, these pregnane glycosides showed significant antidepressant activity at the dosage of 50 mg/kg (i.g.). The most potent one was cyanauriculatoisde D (2), which was close to the positive control fluoxetine (20 mg/kg).

Identification of new qingyangshengenin and caudatin glycosides from the roots of Cynanchum otophyllum

HPLC analysis of the roots of Cynanchum otophyllum Scheind (Asclepiadaceae) led to the isolation of six new pregnane glycosides, specifically otophyllosides N-P (2-4) and otophyllosides Q-S (7-9), in addition to the identification of three known C-21 steroidal glycosides, otophylloside A (1), otophylloside B (5) and caudatin 3-O-β-d-glucopyranosyl-(1→4)-β- d-oleandropyranosyl-(1→4)-β-d-cymaropyranosyl-(1→4) -β-d-cymaropyranoside (6). The structure of each glycoside was determined by detailed spectroscopic analysis and chemical methods. All compounds contain qingyangshengenin or caudatin aglycones and a straight sugar chain consisting of 4-7 hexosyl moieties with the mode of 1→4 linkage. The optically isomeric monosaccharides, d- and l-cymarose, coexisted in both otophyllosides R (8) and S (9).

C21 steroidal glycosides from Cynanchum wilfordii

Eight new C21 steroidal glycosides, named wilfosides A-H (1 - 8, resp.), along with one known compound wilfoside KIN (9), were isolated from the roots of Cynanchum wilfordii. The structures of the new glycosides were determined on the basis of