20853-07-0

Basic information

• Product Name: Protoaescigenin
• Synonyms: Protoaescigenin;Protoescigenin;(3beta,4beta,16bta,21beta,22alpha)-Olean-12-ene-3,16,21,22,23,28-hexol;Protoescigenine
• CAS NO: 20853-07-0
• Molecular Formula: C₃₀H₅₀O₆
• Molecular Weight: 506.7144
• EINECS: -0
• Mol File: 20853-07-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Density: 1.23±0.1 g/cm3 (20 ºC 760 Torr)
• CAS DataBase Reference: Protoaescigenin(CAS DataBase Reference)
• NIST Chemistry Reference: Protoaescigenin(20853-07-0)
• EPA Substance Registry System: Protoaescigenin(20853-07-0)

Safety Data

• Hazardous Substances Data: 20853-07-0(Hazardous Substances Data)

Usage

General Description

Protoaescigenin is a natural chemical compound found in the roots of members of the Aesculus genus, also known as horse chestnuts. It belongs to the group of chemicals known as triterpenoid saponins and is a precursor to the more well-known compound, aescin. Protoaescigenin has been studied for its potential pharmacological properties, including anti-inflammatory, antioxidant, and antitumor effects. It has also been investigated for its role in improving venous circulation and reducing edema, making it a potential candidate for the treatment of venous insufficiency and related conditions. Additionally, protoaescigenin has been shown to have hepatoprotective and neuroprotective properties, contributing to its potential use in the treatment of liver and neurodegenerative diseases.

Upstream product

• 1581276-63-2 escygenin 
• 121903-96-6 gymnemic acid IV 
• 122074-65-1 gymnemic acid III 
• 122168-40-5 gymnemic acid I 
• 122144-48-3 gymnemic acid II 
• 121686-42-8 3-O-β-D-glucuronopyranosyl gymnemagenin 
• 95962-96-2 21-O-(4-O-acetyl-3-O-angeloyl)-β-D-fucopyranosyl-22-O-acetyl protoaescigenin 

Downstream Products

• 7047-45-2 pentaacetate of protoaescigenin 
• 22488-10-4 16β,28-di-O-acetyl-3β,23;21β,22α,-di-O-isopropylidene-gymnemagenin 
• 22488-09-1 C₃₆H₅₈O₆ 

Relevant articles and documents

PREPARATION OF PROTOESCIGENIN FROM ESCIN

The invention relates to the process for preparation of protoescigenin from escin isolated from Aesculum hippocastanum. The process comprises the following steps: two-step hydrolysis under acidic and basic conditions, enrichment of the crude mixture of sapogenins with protoescigenin, isolation of the mixture of sapogenins in a solid form, purification of the obtained solid and isolation of high purity protoescigenin. The present invention also relates to protoescigenin monohydrate in a crystalline form and the preparation thereof. Protoescigenin is a polyhydroxyl aglycone, which can be used as the synthon in the chemical modifications of naturally occurring saponis.

ESTABLISHMENT OF THE STRUCTURE OF GYMNEMAGENIN BY X-RAY ANALYSIS AND THE STRUCTURE OF DEACYLGYMNEMIC ACID

The strucuture of gymnemagenin, the sapogenin of antisweet principle of Gymnema syrvestre, was firmly established as 3β,16β,21β,22α,23,28-hexahydroxy-olean-12-ene by the X-ray analysis of the 3β,23;21β,22α-di-O-isopropylidine derivative.On the basis of this result, the structure of deacylgymnemic acid was elucidated as the 3-O-β-glucuronide by comparison of the 13C-NMR spectra.

Triterpenes. XXV. On the structure of theasaponin , a mixture of saponins from Thea sinensis L. exhibiting strong antiexudative properties

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