41743-71-9

Basic information

• Product Name: ruizgenin
• Synonyms: ruizgenin;3β,6β-Chlorogenin
• CAS NO: 41743-71-9
• Molecular Formula: C₂₇H₄₄O₄
• Molecular Weight: 432.6359
• Product Categories: Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 41743-71-9.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 550.5°Cat760mmHg
• Flash Point: 286.7°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 2.07E-14mmHg at 25°C
• Refractive Index: 1.564
• CAS DataBase Reference: ruizgenin(CAS DataBase Reference)
• NIST Chemistry Reference: ruizgenin(41743-71-9)
• EPA Substance Registry System: ruizgenin(41743-71-9)

Safety Data

• Hazardous Substances Data: 41743-71-9(Hazardous Substances Data)

Usage

Uses

3β,6β-Chlorogenin is an antiinflammatory agent derived from Chlorogenic Acid (C366450). Obtained from garlic, it provides antioxidant and even promotes cardiovascular health.

InChI:InChI=1/C27H44O4/c1-15-5-10-27(30-14-15)16(2)24-23(31-27)13-20-18-12-22(29)21-11-17(28)6-8-25(21,3)19(18)7-9-26(20,24)4/h15-24,28-29H,5-14H2,1-4H3/t15-,16+,17+,18-,19+,20+,21-,22-,23+,24+,25-,26+,27?/m1/s1

Upstream product

• 72994-87-7 (25R,5α)-spirostan-3β,6β-diol 3-O-β-D-glucopyranosyl-(1>2)-[β-D-glucopyranosyl-(1>3)]-β-D-glucopyranosyl-(1>4)-β-D-galactopyranoside 
• 3514-59-8 (25R)-5α-spirostan-3,6-dione 
• 512-04-9 diosgenin 
• 511-91-1 chlorogenin 
• 64-17-5 ethanol 
• 20470-24-0 (25R)-3β-hydroxy-5α-spirostan-6-one 
• 555-31-7 aluminum isopropoxide 
• 67-63-0 isopropyl alcohol 
• 7647-01-0 hydrogenchloride 
• 562-33-4 (25R)-5α,20αH-Spirostan-3β,6α-diol 
• 511-91-1 neochlorogenin acetate 
• 111372-85-1 (25R)-6α-hydroxy-5α-spirostan-3-one 

Downstream Products

• 20470-24-0 (25R)-3β-hydroxy-5α-spirostan-6-one 
• 334491-30-4 (23S,25R)-5α-spirostan-3β,6β,23-triol 
• 1672-65-7 (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.0^2,9.0^4,8.0^13,18]icosa-16,18-diene-6,2'-oxane] 
• 6057-65-4 Di-O-benzoyl-chlorogenin 

Relevant articles and documents

Steroidal Glycosides from the Flowers of Allium leucanthum

Furostanol and spirostanol glycosides 1 and 2 were isolated from the flowers of Allium leucanthum, a Caucasian endemic species that grows in Georgia. The structures were established on the base of chemical evidence and spectral analyses ( 1 H, 13 C NMR, 1 H- 1 H COSY, 1 H- 13 C COSY, HMBC, and HR-MS) data. Compound 1 (leucofuranoside A) was reported for the first time and was identified as 26-O-β-Dglucopyranosyl-(25R)-5α-furostane-3β,6β-diol-3-O-β-D-glucopyranosyl-(1→2)-O-β-D-xylopyranosyl-(1→3)-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside. Compound 2 was identified as (25R)-5α-spirostane-3β,6β-diol-3-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside and described for the first time in the genus Allium.

Trans -Hydroboration-oxidation products in ?5-steroids via a hydroboration- retro -hydroboration mechanism

Herein, we report for the first time a trans-hydroboration-oxidation product isolated and characterized under traditional hydroboration-oxidation conditions using cholesterol and diosgenin as substrates. These substrates are excellent starting materials because of the rigidity and different structural environments around the double bond. Further investigations based on experimental evidence, in conjunction with theoretical studies, indicate that the formation of this trans-species occurs via a retro-hydroboration of the major product to generate the corresponding ?6-structure and the subsequent hydroboration by the ?-face. Besides, the corresponding Markovnikov type products have been isolated in synthetically useful yields. The behavior of the reaction under a range of temperatures is also investigated.

TIMOSAPONIN COMPOUNDS

Provided herein are timosaponin compounds of Frmula I, II, IIΙ, I', II' and IIΙ', pharmaceutical compositions comprising the coumpounds, and processes of preparation thereof. Also provided are uses of said timosaponin compounds for preparing medicament for the treatment of diseases associated with beta-amyloid in hosts or subjects in need thereof.