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CAS 83896-44-0

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18α-Glycyrrhizic acid

Description:
18α-Glycyrrhizic acid, with the CAS number 83896-44-0, is a triterpenoid saponin derived from the root of Glycyrrhiza glabra, commonly known as licorice. This compound is characterized by its unique structure, which includes a glycyrrhetinic acid core linked to a glucuronic acid moiety. It exhibits a range of biological activities, including anti-inflammatory, antiviral, and hepatoprotective effects, making it of interest in both traditional medicine and modern pharmacology. The compound is known for its sweet taste, which is significantly sweeter than sucrose, and it has been used as a natural sweetener and flavoring agent. Additionally, 18α-Glycyrrhizic acid has been studied for its potential therapeutic applications, including its role in modulating immune responses and its protective effects against oxidative stress. However, excessive consumption can lead to side effects, such as hypertension and hypokalemia, due to its ability to inhibit the enzyme 11β-hydroxysteroid dehydrogenase type 2, which can affect cortisol metabolism.
Formula:C42H62O16
InChI:InChI=1S/C42H62O16/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)/t19-,21+,22+,23+,24+,25+,26+,27-,28+,29+,30-,31-,34+,35+,38-,39+,40+,41-,42-/m1/s1
InChI key:InChIKey=LPLVUJXQOOQHMX-IOHDZAKGSA-N
SMILES:C[C@]12[C@@]([C@]3(C)[C@@](CC1)(C(C)(C)[C@@H](O[C@@H]4[C@H](O[C@@H]5O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O4)CC3)[H])(C(=O)C=C6[C@@]2(C)CC[C@]7(C)[C@@]6(C[C@](C(O)=O)(C)CC7)[H])[H]
Synonyms:
  • 18α-Glycyrrhizinic acid
  • α-Glycyrrhizin
  • 18α-Glycyrrhizin
  • α-D-Glucopyranosiduronic acid, (3β,18α,20β)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-β-D-glucopyranuronosyl-
  • (3β,18α,20β)-20-Carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-β-D-glucopyranuronosyl-α-D-glucopyranosiduronic acid
Found 7 products.