511-91-1

Basic information

• Product Name: neochlorogenin
• Synonyms: neochlorogenin;(25S)-5α-Spirostane-3β,6α-diol
• CAS NO: 511-91-1
• Molecular Formula: C₂₇H₄₄O₄
• Molecular Weight: 432.63586
• Mol File: 511-91-1.mol
• Article Data: 10

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: neochlorogenin(CAS DataBase Reference)
• NIST Chemistry Reference: neochlorogenin(511-91-1)
• EPA Substance Registry System: neochlorogenin(511-91-1)

Safety Data

• Hazardous Substances Data: 511-91-1(Hazardous Substances Data)

Usage

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?/m0/s1

Upstream product

• 555-31-7 aluminum isopropoxide 
• 67-63-0 isopropyl alcohol 
• 3514-59-8 (25R)-5α-spirostan-3,6-dione 
• 512-04-9 diosgenin 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 562-33-4 (25R)-5α,20αH-Spirostan-3β,6α-diol 
• 70139-39-8 neochlorogenone 
• 111372-85-1 (25R)-6α-hydroxy-5α-spirostan-3-one 

Downstream Products

• 6057-65-4 Di-O-benzoyl-chlorogenin 
• 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] 
• 511-91-1 chlorogenin 
• 20470-24-0 (25R)-3β-hydroxy-5α-spirostan-6-one 
• 41743-71-9 (3β,5α,6β,25R)-spirostan-3,6-diol 
• 334491-30-4 (23S,25R)-5α-spirostan-3β,6β,23-triol 

Relevant articles and documents

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.

New chlorogenin hexasaccharide isolated from Agave fourcroydes with cytotoxic and cell cycle inhibitory activities

A new chlorogenin hexasaccharide (1) was isolated from leaves of Agave fourcroydes (Agavaceae). The structure of the new saponin was elucidated as chlorogenin 3-O-[α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl- (1→3)-{β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl- (1→2)}-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside] (1) by spectroscopic analysis and the result of acidic hydrolysis. The new saponin (1) as well as known hexasaccharides (3 and 5) isolated here showed cytotoxicity against HeLa cells, and 1 exhibited a cell cycle inhibitory effect at the G2/M stage at the concentration of 7.5 and 10μg/mL.