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79165-06-3 , Diammonium glycyrrhizinate

79165-06-3 , Diammonium glycyrrhizinate
Cas:79165-06-3
C42H68N2O16 / 856.99
MFCD10566634

Diammonium glycyrrhizinate

Diammonium glycyrrhizinate is a natural compound that is extracted from licorice root. It has been shown to have antiviral, anti-inflammatory, and antitumor activity. Diammonium glycyrrhizinate has been shown to inhibit the growth of skin tumors in mice treated with DMBA and also prevents the development of chronic cough in rats when given as an injection into the stomach. In vitro assays show that diammonium glycyrrhizinate inhibits the replication of human immunodeficiency virus type 1 (HIV-1) in human peripheral blood mononuclear cells and also blocks the production of influenza virus in chicken embryo cell cultures. Diammonium glycyrrhizinate also inhibits glucose uptake by erythrocytes and suppresses the formation of reactive oxygen species, which have been implicated in a number of diseases including diabetes, cancer, and infection.

CAS Number79165-06-3
Product NameDiammonium glycyrrhizinate
IUPAC Name(2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6S)-2-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid;azane
Molecular FormulaC₄₂H₆₈N₂O₁₆
Molecular Weight857 g/mol
InChIInChI=1S/C42H62O16.2H3N/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);2*1H3/t19-,21-,22-,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35-,38+,39-,40-,41+,42+;;/m0../s1
InChI KeySPPIIOPGDLITJE-VLQRKCJKSA-N
SolubilityFreely sol in hot water, alcohol; practically insol in ether
SLIGHTLY SOL IN ETHER
Synonyms(3β,20β)-20-Carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-β-D-glucopyranuronosyl-α-D-glucopyranosiduronic Acid Diammonium Salt; 18β-Glycyrrhizic Acid Diammonium Salt; Glycyrrhizic Acid Diammonium Salt; (2S,3S,4S,5R,6R)-6-(((2S,3R,4S,5S,6S)-6-Carboxy-2-((
Canonical SMILESCC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)C)C(=O)C=C6C3(CCC7(C6CC(CC7)(C)C(=O)O)C)C)C)C.N.N
Isomeric SMILESC[C@]12CC[C@](C[C@H]1C3=CC(=O)[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O)C)(C)C(=O)O.N.N


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