121686-42-8

Basic information

• Product Name: DEACYLGYMNEMIC ACID
• Synonyms: (3beta,4alpha,16beta,21beta,22alpha)-16,21,22,23,28-Pentahydroxyolean-12-en-3-yl-beta-D-glucopyranosiduronic acid;DEACYLGYMNEMIC ACID(SH);(3β,4α,16β-21β,22α)-16,21,22,23,28-Pentahydroxyolean-12-en-3-yl β-D-glucopyranosiduronic acid;3-O-β-D-Glucuronopyranosyl gymnemagenin;DEACYLGYMNEMIC ACID
• CAS NO: 121686-42-8
• Molecular Formula: C₃₆H₅₈O₁₂
• Molecular Weight: 682.84
• Mol File: 121686-42-8.mol

Chemical Properties

• Boiling Point: 826.4°Cat760mmHg
• Flash Point: 252°C
• Appearance: /
• Density: 1.39
• Vapor Pressure: 1.14E-31mmHg at 25°C
• Refractive Index: 1.626
• CAS DataBase Reference: DEACYLGYMNEMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: DEACYLGYMNEMIC ACID(121686-42-8)
• EPA Substance Registry System: DEACYLGYMNEMIC ACID(121686-42-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 121686-42-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Deacylgymnemic acid is used as an anti-diabetic agent for its potential to lower blood sugar levels by increasing insulin production and sensitivity. It is also utilized for its antioxidant and anti-inflammatory properties, which contribute to the development of treatments for diabetes and other metabolic disorders.

InChI:InChI=1/C36H58O12/c1-31(2)13-18-17-7-8-20-32(3)11-10-22(47-30-25(42)23(40)24(41)26(48-30)29(45)46)33(4,15-37)19(32)9-12-34(20,5)35(17,6)14-21(39)36(18,16-38)28(44)27(31)43/h7,18-28,30,37-44H,8-16H2,1-6H3,(H,45,46)/t18-,19?,20?,21-,22?,23+,24+,25-,26+,27-,28-,30-,32+,33?,34-,35-,36+/m1/s1

Upstream product

• 122144-48-3 gymnemic acid II 
• 122168-40-5 gymnemic acid I 
• 122074-65-1 gymnemic acid III 
• 121903-96-6 gymnemic acid IV 

Downstream Products

• 2361-05-9 gymnemagenin 
• 22467-07-8 (3β,16β,21β,22α)-olean-12-ene-3,16,21,22,23,28-hexol 
• 19942-02-0 3β,16β,21β,23,28-pentahydroxyolean-12-ene 

Relevant articles and documents

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.

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.