Glycyrrhizic acid ammonium salt

Glycyrrhizin; 3-O-(2-O-beta-D-Glucopyranuronosyl-alpha-D-glucopyranuronosyl)-18beta-glycyrrhetinic acid ammonium salt; Monoammonium glycyrrhizinate; NSC 2800; NSC 35348

White powder.

53956-04-0

32160000

liquid

Protect from light and moisture.

InChI=1S/C42H62O16.H3N/c1-37(2)21-8-11-42(7)31(20(43)16-18-19-17-39(4,36(53)54)13-12-38(19,3)14-15-41(18,42)6)40(21,5)10-9-22(37)55-35-30(26(47)25(46)29(57-35)33(51)52)58-34-27(48)23(44)24(45)28(56-34)32(49)50;/h16,19,21-31,34-35,44-48H,8-15,17H2,1-7H3,(H,49,50)(H,51,52)(H,53,54);1H3/t19-,21-,22+,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35-,38+,39-,40-,41+,42+;/m0./s1

ILRKKHJEINIICQ-IERXZFCASA-N

Chemical. CAS: 53956-04-0. Formula: C42H62O16 . NH3. MW: 839.96. Glycyrrhizic acid is a natural triterpenoid saponin. It is an agonist of the human sweet taste receptor and is used as a flavorant. Glycyrrhizic acid has diverse biological activities, including antioxidant, anti-inflammatory, antidiabetic, anticancer, antimicrobial, hepatoprotective, neuroprotective and antiviral actions. Glycyrrhizic acid has been shown to be a 11-beta-hydroxysteroid dehydrogenase inhibitor, a functional inhibitor of HMGB1 and a highly selective and competitive inhibitor of kynurenine aminotransferase 2 (KAT2). It can enhance GLP-1 secretion through TGR5 activation and has an anti-inflammatory effect by attenuating the generation of excessive NO, PGE(2), and ROS and by suppressing the expression of pro-inflammatory genes through the inhibition of NF-kappa and PI3K activity. It has anti-angiogenic and apoptosis inducing properties. In addition, due to its amphiphilic nature glycyrrhizic acid is able to form self-associates in aqueous and non-aqueous media, as well as water soluble complexes with a wide range of lipophilic drugs. It has been identified as promising carrier material for anticancer therapy, due to its anti-cancer-related pharmacological activities, such as broad-spectrum anti-cancer ability, resistance to the tissue toxicity caused by chemotherapy and radiation, drug absorption enhancing effects and anti-multidrug resistance (MDR) mechanisms.

MFCD00167400

C42H62O16 . NH3

839.96

Vial

Glycyrrhizic acid is a natural triterpenoid saponin. It is an agonist of the human sweet taste receptor and is used as a flavorant. Glycyrrhizic acid has diverse biological activities, including antioxidant, anti-inflammatory, antidiabetic, anticancer, antimicrobial, hepatoprotective, neuroprotective and antiviral actions. Glycyrrhizic acid has been shown to be a 11-beta-hydroxysteroid dehydrogenase inhibitor, a functional inhibitor of HMGB1 and a highly selective and competitive inhibitor of kynurenine aminotransferase 2 (KAT2). It can enhance GLP-1 secretion through TGR5 activation and has an anti-inflammatory effect by attenuating the generation of excessive NO, PGE(2), and ROS and by suppressing the expression of pro-inflammatory genes through the inhibition of NF-kappa and PI3K activity. It has anti-angiogenic and apoptosis inducing properties. In addition, due to its amphiphilic nature glycyrrhizic acid is able to form self-associates in aqueous and non-aqueous media, as well as water soluble complexes with a wide range of lipophilic drugs. It has been identified as promising carrier material for anticancer therapy, due to its anti-cancer-related pharmacological activities, such as broad-spectrum anti-cancer ability, resistance to the tissue toxicity caused by chemotherapy and radiation, drug absorption enhancing effects and anti-multidrug resistance (MDR) mechanisms.

>98% (Titr.)

O=C(O)[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](C(O)=O)O[C@@H]2O[C@H]3C(C)(C)[C@@](CC[C@]([C@@](CC[C@]4(C)[C@@]5([H])C[C@@](C)(C(O)=O)CC4)(C)C5=C6)(C)[C@]7([H])C6=O)([H])[C@]7(C)CC3)O1.N

Soluble in DMSO (10mg/ml). Slightly soluble in water (1mg/ml).

Plant

Non-hazardous

Natural Products/Extracts

12352200

Stable for at least 2 years after receipt when stored at +4°C.