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Glycyrrhizic acid

Basic information Description References Safety Supplier Related

Glycyrrhizic acid Basic information

Product Name:
Glycyrrhizic acid
Synonyms:
  • Glycyrrhizic acid 1405-86-3
  • Glycyrrhizic acid,from licorice
  • GLYCYRRHIZIN
  • GLYCYRRHIZINATE
  • GLYCYRRHYCIC ACID
  • GLYCYRRHIZIC ACID
  • GLYCYRRHETINIC ACID GLYCOSIDE
  • 3-o-(2-o-beta-d-glucopyranuronosyl-alpha-d-glucopyranuronosyl)-18beta-g lycyrrhetinic acid
CAS:
1405-86-3
MF:
C42H62O16
MW:
822.94
EINECS:
215-785-7
Product Categories:
  • Inhibitors
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Tri-Terpenoids
  • Biochemistry
  • Disaccharides
  • Glycosides
  • Sugars
  • The group of Liquorice
  • 1405-86-3
Mol File:
1405-86-3.mol
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Glycyrrhizic acid Chemical Properties

Melting point:
220°C (rough estimate)
Boiling point:
681.01°C (rough estimate)
alpha 
D17 +46.2° (c = 1.5 in alc)
Density 
1.1442 (rough estimate)
refractive index 
61 ° (C=1.5, EtOH)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
DMSO (Slightly), Ethanol (Slightly), Methanol (Sparingly), Pyridine (Slightly)
form 
Solid
pka
2.76±0.70(Predicted)
color 
White to Light Yellow
Odor
at 100.00 %. mild spicy
Odor Type
spicy
Merck 
14,4505
Stability:
Hygroscopic
InChIKey
BXFBITNYMHAJGT-KYXJNIQISA-N
LogP
4.64
CAS DataBase Reference
1405-86-3
EPA Substance Registry System
Glycyrrhizin (1405-86-3)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
MD2025000
HS Code 
29389090
Hazardous Substances Data
1405-86-3(Hazardous Substances Data)
Toxicity
human,TDLo,oral,5571ug/kg/3D- (5.571mg/kg),KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION,Toxicologist. Vol. 54, Pg. 109, 2000.
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Glycyrrhizic acid Usage And Synthesis

Description

Glycyrrhizic acid is a kind of anti-inflammatory triterpene glycoside extracted from the licorice root. Inside the body, it can be metabolized to glycyrrhetinic acid which inhibits the 11-beta-hydroxysteroid dehydrogenase and some other enzymes related to the corticosteroid metabolism. Glycyrrhizic acid has various pharmacological effects including suppressing hepatic apoptosis and necrosis, anti-inflammatory and immune regulatory actions, antiviral effects, antineoplastic and anticancer effects. It is the active ingredient of licorice root which is commonly used in the treatment of acute and chronic liver injury, viral hepatitis, hepatic steatosis, liver fibrosis, hepatoma, viral myocarditis and other diseases such as psoriasis or prostate cancer. Glycyrrhizic acid is also widely used as a sweetening and flavoring agent in food.

References

https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4052927/
https://pubchem.ncbi.nlm.nih.gov/compound/Glycyrrhizic_acid#section=Top

Chemical Properties

Glycyrrhizin, also known as glycyrrhizic acid, is a glycoside isolated from the roots of licorice, Glycyrrhiza glabra L. For improved water solubility, an ammoniated salt is commonly used. This can be in the form of either ammonium glycyrrhizinate or monoammonium glycyrrhizinate.

Chemical Properties

White to off-white powder

Uses

glycyrrhizic acid is a hydrolyzed glycyrrhizin. It is credited with antiinflammatory and anti-allergenic properties. Studies comparing glycyrrhizin with hydrocortisone found glycyrrhizin to be somewhat milder but longer lasting in effectiveness. once the application of hydrocortisone is suspended, the symptoms return. This does not appear to be the case with glycyrrhizin. It does not have side effects and is chemically stable so it can be safely used on a continuing basis.

Uses

11beta-hydroxysteroid dehydrogenase inhibitor, antiinflammatory, expectorant, antihaemorrhagic, anti-HIV

Uses

Glycyrrhizic acid is a triterpene saponin used in the traditional Chinese medicinal preparation for its anti-inflammatory , antiulcerous and antiallergic effects.

Uses

Glycyrrhizin is a flavorant and foaming agent derived from the separation of flavonoids found in the whole licorice extract from the licorice root glycyrrhiza glabra. It is 50–100 times as sweet as sugar, is soluble in water, and has a licorice taste. It has good heat stability but prolonged heating can result in some degradation. It is stable within ph 4–9; below ph 4 there could be precipitation. It has foaming and emulsifying properties in water, being used in cocktail mixes and soft drinks. It is used as a flavorant in bacon and imitation whipped products. It is synergistic with sugar, the sweetness being amplified to 100 times that of cane sugar alone. It is used as a sweetener in sugar-free chewing gum and low-fat sugar-free frozen desserts. It is also termed ammoniated glycyrrhizin. Monoammonium glycyrrhizinate is obtained by additional refinement.

Definition

ChEBI: A triterpenoid saponin that is the glucosiduronide derivative of 3beta-hydroxy-11-oxoolean-12-en-30-oic acid.

Safety Profile

Poison by intravenous route. Moderately toxic by ingestion and intraperitoneal routes. Human systemic effects by ingestion: somnolence and changes in the metabolism of phosphorus, When heated to decomposition it emits acrid smoke and irritating fumes.

Glycyrrhizic acidSupplier

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