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

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

Uses

Used in Pharmaceutical Industry:
Protoaescigenin is used as an anti-inflammatory agent for its capacity to reduce inflammation, which can be beneficial in treating various inflammatory conditions.
Used in Antioxidant Applications:
It is utilized as an antioxidant to combat oxidative stress, which plays a significant role in the prevention and treatment of numerous diseases associated with oxidative damage.
Used in Antitumor Applications:
Protoaescigenin is employed as an antitumor agent, targeting cancer cells and potentially inhibiting tumor growth, making it a candidate for cancer therapy.
Used in Venous Insufficiency Treatment:
It is used as a circulatory enhancer to improve venous circulation and reduce edema, offering relief in conditions such as venous insufficiency.
Used in Hepatoprotective Therapy:
Protoaescigenin is used as a hepatoprotective agent to shield the liver from damage, supporting its function and overall health.
Used in Neuroprotective Therapy:
It is applied as a neuroprotective agent to safeguard neurons from degeneration, offering potential benefits in the treatment of 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

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

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.

STRUCTURE STUDIES OF NEW ANTISWEET CONSTITUENT FROM GYMNEMA SYLVESTRE

Gymnemic acid I, II, III and IV have been isolated from hot water extract of leaves of Gymnema sylvestre R.Br. as antisweet principles.The whole structure were determined by chemical and spectroscopic means.

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.

Studies on the Constituents of Xanthoceras sorbifolia BUNGE. III. Minor Prosapogenins from the Fruits of Xanthoceras sorbifolia BUNGE

The prosapogenins from the fruits of Xanthoceras sorbifolia BUNGE (Sapindaceae) were examined.On the basis of chemical and spectral analyses, the structures of three minor prosapogenins, obtained by acid hydrolysis of crude saponin fraction, were characterized as 21-O-(3,4-di-O-angeloyl)-β-D-fucopyranosyl theasapogenol B (1), 21-O-(4-O-acetyl-3-O-angeloyl)-β-D-fucopyranosyl theasapogenol B (2) and 21-O-(4-O-acetyl-3-O-angeloyl)-β-D-fucopyranosyl-22-O-acetyl protoaescigenin (3), respectively.