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Diammonium glycyrrhizinate

HCID 656656
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Grundinformationen

CAS
79165-06-3
Standard-SMILES
CC1(C)[C@@H](O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@@](C)(C(=O)O)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12.N.N
InChIKey
SPPIIOPGDLITJE-VLQRKCJKSA-N
Summenformel
C42H68N2O16
Durchschnittliche Molmasse
857,004 g/mol
Monoisotopische Masse
856,4568841

Namen und Bezeichner

Bevorzugter Name
Diammonium glycyrrhizinate
IUPAC
30-Hydroxy-11,30-dioxoolean-12-en-3beta-yl 2-O-beta-D-glucopyranuronosyl-alpha-D-glucopyranosiduronic acid--ammonia (1/2)
Englischer Name
Diammonium glycyrrhizinate
Summenformel
C42H65NO16
Molmasse
839.97

Namen und Synonyme

DiaMMoniuM GlycyrrhizateGLYCYRRHIZICACIDDIAMMONIUMSALTGlycyrrhizin diamineDiammonium glycyrrhiziteDiammonium GlycyrrhizinatDiammonium glycyrrhizinateDioammonium GlycyrrhizinateDiamine glycyrrhetinic acidGlycyrrhizinate, Diammoniuma-D-Glucopyranosiduronic acid

Datenbank-Bezeichner

CAS
79165-06-3
PubChem CID
656656
DTXSID
DTXSID90229561
UNII
A9ZZD585U6

Eigenschaften

Physikochemische Eigenschaften

storage temp.
2 · under inert gas (nitrogen or Argon) at 2-8°C
Löslichkeit
Soluble in DMSO
Aggregatzustand
Solid
Farbe
White to off-white
InChIKey
ILRKKHJEINIICQ-OOAQPTSPNA-N

Chemie und Industrie

Anwendungen · 3 Einträge

BeschreibungDiammonium Glycyrrhizinate is the diammonium salt of glycyrrhizin and the active constituent in the traditional Chinese medicinal herb Glycyrrhiza uralensis (Chinese liquorice or Gan-Cao) with anti-inflammatory, antioxidant and hepatoprotective properties. Diammonium glycyrrhizinate (DG) is slowly metabolized within the cells into glycyrrhetic acid, which inhibits enzymes that control cortisol metabolism and contributes to this agent's anti-inflammatory effect. Although the exact mechanism of action remains to be fully elucidated, DG may prevent or reduce hepatotoxicity via the scavenging of free radicals. This agent also upregulates the expression of transcription coactivator PGC-1alpha and modulates hepatic enzymes such as alanine aminotransferase (ALT), aspartate aminotransferase (AST), superoxide dismutase and glutathion peroxidase.

OccurrenceDiammonium glycyrrhizinate, a traditional Chinese medicine (TCM), is extracted and purified from liquorices (Radix glycyrrhizae).

VerwendenDiammonium glycyrrhizinate (DG) is an ammonium salt preparation of 18-alpha-glycyrrhizin—exhibits antiinflammation, immunomodulation, anti-anaphylaxis, and membranous protection effects.Currently, the family of glycyrrhizin is used in clinical practice as an effective liver protector against most hepatic diseases such as chronic viral hepatitis, drug-induced liver injury, nonalcoholic fatty liver disease, autoimmune hepatitis, and hepatocellular carcinoma.

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