471-53-4 Enoxolone AKSci J10770
 
 
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  J10770    AKSci Reference Standard
Enoxolone
, >98% (HPLC), powder
 
18-beta-Glycyrrhetinic acid




IDENTITY
CAS Number:471-53-4
MDL Number:MFCD00003706
MF:C30H46O4
MW:470.68
EINECS:207-444-6
BRN:2229654
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:>98% (HPLC), powder
Physical Form (at 20°C):Solid
Melting Point:292-302°C
Optical Rotation:+164° (c=1, CHCl3)
Long-Term Storage:Store long-term in a cool, dry place
DOT/IATA TRANSPORT INFORMATION
Not hazardous material

BIOLOGICAL INFO
Application(s):Pentacyclic triterpenoid derivative

REVIEW

 Glycyrrhetinic acid inhibits the enzymes (15-hydroxyprostaglandin dehydrogenase and delta-13-prostaglandin) that metabolize the prostaglandins PGE-2 and PGF-2alpha to their respective 15-keto-13,14-dihydro metabolites which are inactive. This causes an increased level of prostaglandins in the digestive system. Prostaglandins inhibit gastric secretion but stimulate pancreatic secretion and mucous secretion in the intestines and markedly increase intestinal motility. They also cause cell proliferation in the stomach. The effect on gastric acid secretion, promotion of mucous secretion and cell proliferation shows why licorice has potential in treating peptic ulcer. PGF-2alpha stimulates activity of the uterus during pregnancy and can cause abortion, therefore, licorice should not be taken during pregnancy. The structure of glycyrrhetinic acid is similar to that of cortisone. Both molecules are flat and similar at position 3 and 11. This might be the basis for licorice''s anti-inflammatory action. -beta-D-(monoglucuronyl)-18-beta-glycyrrhetinic acid, a metabolite of glycyrrhetinic acid, inhibits the conversion of active cortisol to inactive cortisone in the kidneys. This occurs via inhibition of the enzyme by inhibiting the enzyme 11-beta-hydroxysteroid dehydrogenase. As a result, cortisol levels are high within the collecting duct of the kidney. Cortisol has intrinsic mineralocorticoid properties (that is, it acts like aldosterone and increases sodium reabsorption) that work on ENaC channels in the collecting duct.

REFERENCES
[1]Guo, N., Takechi, M. and Uno, C. (1991). Protective effect of glycyrrhizine in mice with systemic Candida albicans infection and its mechanism. J. Pharm. Pharmacol. 12 (5): 380-383. PMID 1839259.

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Warning

Hazard Statements
H302; H319

Precautionary Statements
P264; P270; P280; P301+P312; P305+P351+P338; P330; P337+P313; P501


Current as of February 6, 2023

AKSci Reference Standards are high-purity, low-impurity compounds suitable for use as standards.


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CATEGORIES

 APIs and Bioactives > Terpenes


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