Gypsogenic acid

Base Information

• Chemical Name: Gypsogenic acid
• CAS No.: 5143-05-5
• Molecular Formula: C30H46O5
• Molecular Weight: 486.692
• Mol file: 5143-05-5.mol

Synonyms:gypsogenic acid;acanjapogenin G;3β-Hydroxy-olean-12-en-23,28-disaeure;Gypsogeninsaeure;(3β,4α)-3-hydroxyolean-12-ene-23,28-dioic acid;(3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-3-Hydroxy-4,6a,6b,11,11,14b-hexamethyl-2,3,4,4a,5,6,6a,6b,7,8,9,10,11,12,12a,14,14a,14b-octadecahydro-1H-picene-4,8a-dicarboxylic acid;

Chemical Property of Gypsogenic acid

Chemical Property:

• Melting Point: >300°C (dec.)
• PSA: 94.83000
• LogP: 6.29830
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

GypsogenicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Gypsogenic Acid, a triterpenoid saponin of the Caryophyllaceae family, is shown to be a promising antiplaque and anticaries agent.

Technology Process of Gypsogenic acid

There total 6 articles about Gypsogenic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

β-D-glucopyranosyl <β-D-glucuronopyranosyl-(1-> 3)>-3β-hydroxyolean-12-en-23-oic-28-oate (86438-31-5) → D-Glucose (2280-44-6) + D-glucuronic acid (6556-12-3,489-91-8,528-16-5,552-12-5,577-46-8,643-33-4,2240-07-5,6294-16-2,10133-02-5,18402-78-3,18968-14-4,21179-08-8,23018-83-9,33599-45-0,33599-46-1,46171-67-9,46171-69-1,46172-26-3,70021-34-0,71031-08-8,104195-06-4,106499-29-0,124817-72-7) + gypsogeninic acid (5143-05-5)

Guidance literature:

With sulfuric acid; at 100 ℃; for 6h;

DOI:10.1007/BF00574791

Reference yield:

gypsogenic acid 3-O-β-D-glucuronopyranoside (84161-94-4) → D-glucuronic acid (6556-12-3,489-91-8,528-16-5,552-12-5,577-46-8,643-33-4,2240-07-5,6294-16-2,10133-02-5,18402-78-3,18968-14-4,21179-08-8,23018-83-9,33599-45-0,33599-46-1,46171-67-9,46171-69-1,46172-26-3,70021-34-0,71031-08-8,104195-06-4,106499-29-0,124817-72-7) + gypsogeninic acid (5143-05-5)

Guidance literature:

With sulfuric acid;

DOI:10.1007/BF00574791

Reference yield:

3-O-β-D-glucopyranosyl gypsogenic acid 28-O-α-D-galactopyranosyl-(1->6)-β-D-glucopyranosyl-(1->6)-[β-D-glucopyranosyl-(1->3)]-β-D-glucopyranosyl ester (1207550-46-6) → D-Glucose (2280-44-6) + D-Galactose (10257-28-0) + gypsogeninic acid (5143-05-5)

Guidance literature:

With hydrogenchloride; at 90 ℃; for 2h;

DOI:10.1016/j.carres.2009.08.015

upstream raw materials:

gypsogenic acid 3-O-β-D-glucuronopyranoside

β-D-glucopyranosyl <β-D-glucuronopyranosyl-(1-> 3)>-3β-hydroxyolean-12-en-23-oic-28-oate

copteroside H

3-O-β-D-glucopyranosyl gypsogenic acid 28-O-α-D-galactopyranosyl-(1->6)-β-D-glucopyranosyl-(1->6)-[β-D-glucopyranosyl-(1->3)]-β-D-glucopyranosyl ester

Refernces

• 1、 Nie, Wei,Luo, Jian-Guang,Kong, Ling-Yi. "New triterpenoid saponins from the roots of Gypsophila pacifica Kom.". experimental part. p. 68 - 73. Retrieved 2011/03/19.