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Home > Products >  China Biggest Manufacturer factory sales Glycyrrhetinic Acid CAS 471-53-4

China Biggest Manufacturer factory sales Glycyrrhetinic Acid CAS 471-53-4 CAS NO.471-53-4

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  • Min.Order: 1000 Kilogram
  • Payment Terms: L/C,D/A,D/P,T/T,MoneyGram,Other
  • Available Specifications:

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  • Product Details

Keywords

  • Glycyrrhetinic Acid
  • Glycyrrhetinic Acid
  • 471-53-4

Quick Details

  • ProName: China Biggest Manufacturer factory sal...
  • CasNo: 471-53-4
  • Molecular Formula: 471-53-4
  • Appearance: white powder
  • Application: Pharm chemicals industry
  • DeliveryTime: 3-5 days
  • PackAge: 25KG/Drum
  • Port: Shanghai Guangzhou Qingdao Shenzhen
  • ProductionCapacity: 20 Metric Ton/Month
  • Purity: 99%
  • Storage: 2-8°C
  • Transportation: By air /Sea/ coruier
  • LimitNum: 1000 Kilogram
  • Heavy metal: 10PPM
  • Color: red
  • Melting point: ≥350°C
  • Boiling point: 363.24°C (rough estimate)
  • density: 1.667
  • solubility: 1 M NaOH: 10 mg/mL, dark green
  • Water Solubility: <0.1 g/100 mL at 21 oC
  • Stability: Stable. Combustible. Incompatible with...

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                                PRODUCT DETAILS                           

18β-Glycyrrhetinic Acid Basic information
Product Name: 18β-Glycyrrhetinic Acid
Synonyms: Enoxolone, 3β-Hydroxy-11-oxo-18β,20β-olean-12-en-29-oic acid;Aloe Vera, Freeze Dried Powder;18-β-Glycyrrhetinic acid, 98+%;18-beta-glycyrrheticacid;Olean-12-en-29-oic acid, 3-hydroxy-11-oxo-, (3b,20b)-;(20S)-3β-Hydroxy-11-oxo-5α-olean-12-en-29-oic acid;GLYCYRRHETINIC ACID, 18B-(P);Glycyrrhetinic acid ,98%
CAS: 471-53-4
MF: C30H46O4
MW: 470.69
EINECS: 207-444-6
Product Categories: Inhibitors;Chiral Reagents;Cosmetic Ingredients & Chemicals;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Pentacyclic Triterpenes;Tri-Terpenoids;Miscellaneous;Biochemistry;Terpenes;Terpenes (Others);Natural Plant Extract
Mol File: 471-53-4.mol
18β-Glycyrrhetinic Acid Structure
 
18β-Glycyrrhetinic Acid Chemical Properties
Melting point  292-295 °C(lit.)
alpha  165 º (c=1, CHCl3,on dry ba)
Boiling point  492.11°C (rough estimate)
density  0.9967 (rough estimate)
refractive index  162 ° (C=1, MeOH)
storage temp.  2-8°C
solubility  Practically insoluble in water, soluble in ethanol, sparingly soluble in methylene chloride.
pka pKa 5.56±0.1 (Uncertain)
form  Crystalline Powder
color  White to off-white
optical activity [α]22/D +170.0°, c = 1 in chloroform
Water Solubility  SOLUBLE IN ACETIC ACID
Merck  14,3590
BRN  2229654
CAS DataBase Reference 471-53-4(CAS DataBase Reference)
EPA Substance Registry System Enoxolone (471-53-4)
 
Safety Information
Hazard Codes  Xn
Risk Statements  22-36
Safety Statements  22-24/25
WGK Germany  3
RTECS  RK0180000
HS Code  29189900
MSDS Information
Provider Language
18-beta-Glycyrrhetinic acid English
SigmaAldrich English
ACROS English
 
18β-Glycyrrhetinic Acid Usage And Synthesis
Description Extracting from liquorice (Glycyrrhiza uralensis Fisch, Gan Cao), glycyrrhetic acid also can be detected in other plants, such as Abrus cantoniensis Hance and Herba Abri fruticulosi. As one of traditional Chinese medicines, liquorice has been applied clinically for a long period. Due to its extensive usage, it plays an extremely important role in traditional Chinese medicine formula mainly as “guide” drug. As is recorded in Shen Nong’s Herbal Classic and later in pharmaceutical monographs, liquorice is able to strengthen bones and muscles and enhance metabolism and detoxification. Also, abnormal symptoms of the body and wound can be improved. Glycyrrhetic acid, the most important and potent ingredient of liquorice, has been recorded in Pharmacopoeia of the People’s Republic of China.
Description 18β-Glycyrrhetinic acid is a major metabolite of glycyrrhizin (Item No. 11847), one of the main constituents of licorice. Both 18β-glycyrrhetinic acid and glycyrrhizin have been shown to exhibit anti-ulcerative, anti-inflammatory, and immunomodulatory properties. 18β-Glycyrrhetinic acid is an inhibitor of the complement pathway (IC50 = 35 μM). At 100 mg/kg/day, 18β-glycyrrhetinic acid is protective against diabetes complications by reducing lipid peroxidation and increasing antioxidant activity in diabetic rats. 18β-Glycyrrhetinic acid inhibits mammalian DNA polymerases α, γ, κ, and λ with IC50 values of 16.1, 19.3, 15.8, and 13.7 μM, respectively. At 100-200 μM, 18β-glycyrrhetinic acid suppresses LPS-induced TNF-α production and NF-κB activation in mouse macrophages.
Chemical Properties white or greyish-white crystalline powder
Physical properties Solubility: insoluble in water; it exists in crystal with methanol and chloroform. Melting point: the compound melts at 292–295 °C. Specific optical rotation: under the condition of 20 °C, 589.3 nm, and 1 dm, polarized light rotates at 68° when it passes through the chloroform with a concentration of 64 mol/L. Both 18α-glycyrrhetic acid and 18β-glycyrrhetic acid are chiral isomers of glycyrrhetic acid.
History Glycyrrhetic acid originates from hydrolysis of glycyrrhizin, which has a therapeutic effect on disease. Dating back to the 1930s, the chemical structure of glycyrrhetic acid was demonstrated . Subsequently, the discovery of antiulcer activity promotes following research . The ramification of glycyrrhetic acid, carbenoxolone sodium, has a therapeutic effect on ulcer. In 2010, followed by the approval of raw materials, batches of tablets and capsules were approved in 2009, respectively. In foreign countries, 18β-glycyrrhetic acid was studied for anti-inflammatory effect on arthritis, rheumatoid disease, and periodontitis in BioNetWorks. The company applied for the patent of 18β-glycyrrhetic acid in 1999. Also, after joining the leading worldwide market in 2006, phase III clinical trials would be carried out in 2007. However, the progress was hindered in 2008. To detecting more indications, its carbenoxolone sodium was studied by other three companies: after conducting phase III clinical trials in the UK, the project of RB intending to improve nonspecific inflammatory bowel disease was given up in 1992. York Pharma expected to make progress in psoriasis with gel or cream; however, the project has been in a standstill after phase II clinical trials was conducted from 2005 to 2009. Canada pharmaceutical company, Oxalys Pharmaceuticals, research it for treating Huntington’s disease, and it was included in the orphan drug list by the USA in 2014. Till now, phase I clinical trials are still continuing.
Uses

The product may be used as a starting material to prepare 18β-glycyrrhetinic acid derivatives, which show anti-inflammatory and antioxidant properties.

Uses An anti-inflammatory (topical).
Uses antitussive, antiinflammatory, antibacterial
Uses The aglycone of the triterpenoid Glyccyrrhizic acid.
Uses glycyrrhetinic acid is anti-irritant, anti-allergenic, anti-inflammatory, skin-lightening, and smoothing properties are attributed to this ingredient, which is also a carrier. It is the organic compound derived from glycyrrhizic acid or shredded licorice roots.
Definition ChEBI: A pentacyclic triterpenoid that is olean-12-ene substituted by a hydroxy group at position 3, an oxo group at position 11 and a carboxy group at position 30.
Indications Treatment of Addison’s disease, deoxycorticosterone
General Description

18β-Glycyrrhetinic acid is a pentacyclic triterpenoid found in the Glycyrrhiza glabra L.(liquorice) roots. It is the key metabolite of glycyrrhizin and glycyrrhizic acid.

Pharmacology Thirty percent of glycyrrhetinic acid can be effectively used by the body; both 18α-glycyrrhetic acid and 18β-glycyrrhetic acid reduce by half in 2.24 h and 11.5 h separately. CYP3A promotes metabolism with hydroxyl added to 22α and 24α .There are lots of pharmacological activities : it plays an anti-inflammatory role by inhibiting the activity of phospholipase A2 and lipoxygenase to reduce mediators of inflammation; the compound promotes antiulcer activity through the production of more PGE2 and secretion of gastric mucus; it also provokes proliferation of gastric cell to protect the mucosa from ulceration. The complex which consists of glycyrrhetinic acid and carotenoid plays antioxidation by scavenging free radical. Glycyrrhetinic acid inhibits the replication of viral DNA to achieve an antiviral effect at the concentration of 4×10 5 mol/L; it also inhibits proliferation of tumor cell and promotes apoptosis and differentiation. The decreasing ability of invasion exerts an antitumor effect. Glycyrrhetinic acid is considered to have extensive antiarrhythmic effects through inhibition of L-type calcium channel. In addition, glycyrrhetinic acid functions as an anticholinesterase (1.7×10 5 mol/L), anticoagulant, and antitetanus toxin; it also improves inner ear hearing (100 mg/kg, intramuscular injection) and improves absorption of insulin.
Anticancer Research Glycyrrhetinic acid in combinationwith etoposide inhibits thetopoisomerase 2α and inducesapoptosis
Cai et al.(2017)
Anticancer Research It was reported that GA at noncytotoxic concentrationshowed synergistic effect in combination with anticancer drug, etoposide (VP-16).Specifically, GA enhanced cytotoxicity through regulating topoisomerase II-αtargeted by etoposide. Also, GA sensitized the cells to etoposide through elevatingtopoisomerase II-α with a 2.4-fold rate at 12 h time point. From 12 to 48 h, GAhalved the expression of topoisomerase II-α and stimulated apoptosis, whichexhibited its antineoplastic effect. They reported that GA was more potentiallyeliminating the TNBC cells when compared with Glycyrrhizin Acid (Cai et al. 2017).
Clinical Use Glycyrrhetic acid has not been applied in clinical treatment till now. Meanwhile, the ramification has come into the market for the property of antiulcer. However, with large doses and long-term usage, the drug gives rise to hypertension, sodium retention, and hypokalemia. When renin-angiotensin-aldosterone system fails to function properly, liquorice-induced pseudoaldosteronism threatens human health .
 
18β-Glycyrrhetinic Acid Preparation Products And Raw materials
Raw materials Ethanol-->Sucrose-->Glycyrrhizic acid-->DGL-->SIS
Preparation Products Stearyl glycyrrhetinate
 
 

                                      Group profiles

Leader Biochemical Group is a large leader incorporated industry manufacturers and suppliers of advanced refined raw materials From the year of 1996 when our factory was put into production to year of 2020, our group has successively invested in more than 52 factories with shares and subordinates.We focus on manufacture Pharm & chemicals, functional active ingredients, nutritional Ingredients, health care products, cosmetics, pharmaceutical and refined feed, oil, natural plant ingredients industries to provide top quality of GMP standards products.All the invested factories' product lines cover API and intermediates, vitamins, amino acids, plant extracts, daily chemical products, cosmetics raw materials, nutrition and health care products, food additives, feed additives, essential oil products, fine chemical products and agricultural chemical raw materials And flavors and fragrances. Especially in the field of vitamins, amino acids, pharmaceutical raw materials and cosmetic raw materials, we have more than 20 years of production and sales experience. All products meet the requirements of high international export standards and have been recognized by customers all over the world. Our manufacture basement & R&D center located in National Aerospace Economic & Technical Development Zone Xi`an Shaanxi China. Now not only relying on self-cultivation and development as well as maintains good cooperative relations with many famous research institutes and universities in China. Now, we have closely cooperation with Shanghai Institute of Organic Chemistry of Chinese Academy of Science, Beijing Institute of Material Medical of Chinese Academy of Medical Science, China Pharmaceutical University, Zhejiang University. Closely cooperation with them not only integrating Science and technology resources, but also increasing the R&D speed and improving our R&D power. Offering Powerful Tech supporting Platform for group development. Keep serve the manufacture and the market as the R&D central task, focus on the technical research.  Now there are 3 technology R & D platforms including biological extract, microorganism fermentation and chemical synthesis, and can independently research and develop kinds of difficult APIs and pharmaceutical intermediates. With the strong support of China State Institute of Pharmaceutical Industry (hereinafter short for CSIPI), earlier known as Shanghai Institute of Pharmaceutical Industry (SIPI), we have unique advantages in the R & D and industrialization of high-grade, precision and advanced products.  Now our Group technical force is abundant, existing staff more that 1000 people, senior professional and technical staff accounted for more than 50% of the total number of employees, including 15 PhD research and development personnel, 5 master′ S degree in technical and management personnel 9 people. We have advanced equipment like fermentation equipment and technology also extraction, isolation, purification, synthesis with rich production experience and strict quality control system, According to the GMP required, quickly transforming the R&D results to industrial production in time, it is our advantages and our products are exported to North and South America, Europe, Middle East, Africa, and other five continents and scale the forefront in the nation, won good international reputation.  We believe only good quality can bring good cooperation, quality is our key spirit during our production, we are warmly welcome clients and partner from all over the world contact us for everlasting cooperation, Leader will be your strong, sincere and reliable partner in China.

 

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Details

                                                       Product information

18β-Glycyrrhetinic Acid Basic information
Product Name: 18β-Glycyrrhetinic Acid
Synonyms: Enoxolone, 3β-Hydroxy-11-oxo-18β,20β-olean-12-en-29-oic acid;Aloe Vera, Freeze Dried Powder;18-β-Glycyrrhetinic acid, 98+%;18-beta-glycyrrheticacid;Olean-12-en-29-oic acid, 3-hydroxy-11-oxo-, (3b,20b)-;(20S)-3β-Hydroxy-11-oxo-5α-olean-12-en-29-oic acid;GLYCYRRHETINIC ACID, 18B-(P);Glycyrrhetinic acid ,98%
CAS: 471-53-4
MF: C30H46O4
MW: 470.69
EINECS: 207-444-6
Product Categories: Inhibitors;Chiral Reagents;Cosmetic Ingredients & Chemicals;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Pentacyclic Triterpenes;Tri-Terpenoids;Miscellaneous;Biochemistry;Terpenes;Terpenes (Others);Natural Plant Extract
Mol File: 471-53-4.mol
18β-Glycyrrhetinic Acid Structure
 
18β-Glycyrrhetinic Acid Chemical Properties
Melting point  292-295 °C(lit.)
alpha  165 º (c=1, CHCl3,on dry ba)
Boiling point  492.11°C (rough estimate)
density  0.9967 (rough estimate)
refractive index  162 ° (C=1, MeOH)
storage temp.  2-8°C
solubility  Practically insoluble in water, soluble in ethanol, sparingly soluble in methylene chloride.
pka pKa 5.56±0.1 (Uncertain)
form  Crystalline Powder
color  White to off-white
optical activity [α]22/D +170.0°, c = 1 in chloroform
Water Solubility  SOLUBLE IN ACETIC ACID
Merck  14,3590
BRN  2229654
CAS DataBase Reference 471-53-4(CAS DataBase Reference)
EPA Substance Registry System Enoxolone (471-53-4)
 
Safety Information
Hazard Codes  Xn
Risk Statements  22-36
Safety Statements  22-24/25
WGK Germany  3
RTECS  RK0180000
HS Code  29189900
MSDS Information
Provider Language
18-beta-Glycyrrhetinic acid English
SigmaAldrich English
ACROS English
 
18β-Glycyrrhetinic Acid Usage And Synthesis
Description Extracting from liquorice (Glycyrrhiza uralensis Fisch, Gan Cao), glycyrrhetic acid also can be detected in other plants, such as Abrus cantoniensis Hance and Herba Abri fruticulosi. As one of traditional Chinese medicines, liquorice has been applied clinically for a long period. Due to its extensive usage, it plays an extremely important role in traditional Chinese medicine formula mainly as “guide” drug. As is recorded in Shen Nong’s Herbal Classic and later in pharmaceutical monographs, liquorice is able to strengthen bones and muscles and enhance metabolism and detoxification. Also, abnormal symptoms of the body and wound can be improved. Glycyrrhetic acid, the most important and potent ingredient of liquorice, has been recorded in Pharmacopoeia of the People’s Republic of China.
Description 18β-Glycyrrhetinic acid is a major metabolite of glycyrrhizin (Item No. 11847), one of the main constituents of licorice. Both 18β-glycyrrhetinic acid and glycyrrhizin have been shown to exhibit anti-ulcerative, anti-inflammatory, and immunomodulatory properties. 18β-Glycyrrhetinic acid is an inhibitor of the complement pathway (IC50 = 35 μM). At 100 mg/kg/day, 18β-glycyrrhetinic acid is protective against diabetes complications by reducing lipid peroxidation and increasing antioxidant activity in diabetic rats. 18β-Glycyrrhetinic acid inhibits mammalian DNA polymerases α, γ, κ, and λ with IC50 values of 16.1, 19.3, 15.8, and 13.7 μM, respectively. At 100-200 μM, 18β-glycyrrhetinic acid suppresses LPS-induced TNF-α production and NF-κB activation in mouse macrophages.
Chemical Properties white or greyish-white crystalline powder
Physical properties Solubility: insoluble in water; it exists in crystal with methanol and chloroform. Melting point: the compound melts at 292–295 °C. Specific optical rotation: under the condition of 20 °C, 589.3 nm, and 1 dm, polarized light rotates at 68° when it passes through the chloroform with a concentration of 64 mol/L. Both 18α-glycyrrhetic acid and 18β-glycyrrhetic acid are chiral isomers of glycyrrhetic acid.
History Glycyrrhetic acid originates from hydrolysis of glycyrrhizin, which has a therapeutic effect on disease. Dating back to the 1930s, the chemical structure of glycyrrhetic acid was demonstrated . Subsequently, the discovery of antiulcer activity promotes following research . The ramification of glycyrrhetic acid, carbenoxolone sodium, has a therapeutic effect on ulcer. In 2010, followed by the approval of raw materials, batches of tablets and capsules were approved in 2009, respectively. In foreign countries, 18β-glycyrrhetic acid was studied for anti-inflammatory effect on arthritis, rheumatoid disease, and periodontitis in BioNetWorks. The company applied for the patent of 18β-glycyrrhetic acid in 1999. Also, after joining the leading worldwide market in 2006, phase III clinical trials would be carried out in 2007. However, the progress was hindered in 2008. To detecting more indications, its carbenoxolone sodium was studied by other three companies: after conducting phase III clinical trials in the UK, the project of RB intending to improve nonspecific inflammatory bowel disease was given up in 1992. York Pharma expected to make progress in psoriasis with gel or cream; however, the project has been in a standstill after phase II clinical trials was conducted from 2005 to 2009. Canada pharmaceutical company, Oxalys Pharmaceuticals, research it for treating Huntington’s disease, and it was included in the orphan drug list by the USA in 2014. Till now, phase I clinical trials are still continuing.
Uses

The product may be used as a starting material to prepare 18β-glycyrrhetinic acid derivatives, which show anti-inflammatory and antioxidant properties.

Uses An anti-inflammatory (topical).
Uses antitussive, antiinflammatory, antibacterial
Uses The aglycone of the triterpenoid Glyccyrrhizic acid.
Uses glycyrrhetinic acid is anti-irritant, anti-allergenic, anti-inflammatory, skin-lightening, and smoothing properties are attributed to this ingredient, which is also a carrier. It is the organic compound derived from glycyrrhizic acid or shredded licorice roots.
Definition ChEBI: A pentacyclic triterpenoid that is olean-12-ene substituted by a hydroxy group at position 3, an oxo group at position 11 and a carboxy group at position 30.
Indications Treatment of Addison’s disease, deoxycorticosterone
General Description

18β-Glycyrrhetinic acid is a pentacyclic triterpenoid found in the Glycyrrhiza glabra L.(liquorice) roots. It is the key metabolite of glycyrrhizin and glycyrrhizic acid.

Pharmacology Thirty percent of glycyrrhetinic acid can be effectively used by the body; both 18α-glycyrrhetic acid and 18β-glycyrrhetic acid reduce by half in 2.24 h and 11.5 h separately. CYP3A promotes metabolism with hydroxyl added to 22α and 24α .There are lots of pharmacological activities : it plays an anti-inflammatory role by inhibiting the activity of phospholipase A2 and lipoxygenase to reduce mediators of inflammation; the compound promotes antiulcer activity through the production of more PGE2 and secretion of gastric mucus; it also provokes proliferation of gastric cell to protect the mucosa from ulceration. The complex which consists of glycyrrhetinic acid and carotenoid plays antioxidation by scavenging free radical. Glycyrrhetinic acid inhibits the replication of viral DNA to achieve an antiviral effect at the concentration of 4×10 5 mol/L; it also inhibits proliferation of tumor cell and promotes apoptosis and differentiation. The decreasing ability of invasion exerts an antitumor effect. Glycyrrhetinic acid is considered to have extensive antiarrhythmic effects through inhibition of L-type calcium channel. In addition, glycyrrhetinic acid functions as an anticholinesterase (1.7×10 5 mol/L), anticoagulant, and antitetanus toxin; it also improves inner ear hearing (100 mg/kg, intramuscular injection) and improves absorption of insulin.
Anticancer Research Glycyrrhetinic acid in combinationwith etoposide inhibits thetopoisomerase 2α and inducesapoptosis
Cai et al.(2017)
Anticancer Research It was reported that GA at noncytotoxic concentrationshowed synergistic effect in combination with anticancer drug, etoposide (VP-16).Specifically, GA enhanced cytotoxicity through regulating topoisomerase II-αtargeted by etoposide. Also, GA sensitized the cells to etoposide through elevatingtopoisomerase II-α with a 2.4-fold rate at 12 h time point. From 12 to 48 h, GAhalved the expression of topoisomerase II-α and stimulated apoptosis, whichexhibited its antineoplastic effect. They reported that GA was more potentiallyeliminating the TNBC cells when compared with Glycyrrhizin Acid (Cai et al. 2017).
Clinical Use Glycyrrhetic acid has not been applied in clinical treatment till now. Meanwhile, the ramification has come into the market for the property of antiulcer. However, with large doses and long-term usage, the drug gives rise to hypertension, sodium retention, and hypokalemia. When renin-angiotensin-aldosterone system fails to function properly, liquorice-induced pseudoaldosteronism threatens human health .
 
18β-Glycyrrhetinic Acid Preparation Products And Raw materials
Raw materials Ethanol-->Sucrose-->Glycyrrhizic acid-->DGL-->SIS
Preparation Products Stearyl glycyrrhetinate
 

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