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G2137

Sigma-Aldrich

Glycyrrhizic acid ammonium salt from glycyrrhiza root (licorice)

≥70% (HPLC)

Synonyma:

3-O-(2-O-β-D-Glucopyranuronosyl-α-D-glucopyranuronosyl)-18β-glycyrrhetinic acid ammonium salt, Glycyrrhizin

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen


About This Item

Lineární vzorec:
C42H62O16 · NH3
Číslo CAS:
Molekulová hmotnost:
839.96
Beilstein/REAXYS Number:
3897076
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥70% (HPLC)

storage temp.

2-8°C

SMILES string

N.CC1(C)[C@H](CC[C@@]2(C)[C@H]1CC[C@]3(C)[C@@H]2C(=O)C=C4[C@@H]5C[C@](C)(CC[C@]5(C)CC[C@@]34C)C(O)=O)O[C@H]6O[C@@H]([C@@H](O)[C@H](O)[C@H]6O[C@@H]7O[C@@H]([C@@H](O)[C@H](O)[C@H]7O)C(O)=O)C(O)=O

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

InChI key

ILRKKHJEINIICQ-OOFFSTKBSA-N

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General description

Glycyrrhizic acid (GA) is a non-selective inhibitor of 11β-hydroxysteroid dehydrogenase (11β-HSD), which mediates the inter-conversion of active and inactive glucocorticoids. GA also shows inhibitory effect on the cytokine activity of high-mobility group box 1 protein (HMGB1).

Application

The product has been used a source of glycyrrhizic acid (GA), to study its effect on glucose intolerance and insulin resistance in rats fed on high-fat/high-sucrose (HF/HS) diet.

Biochem/physiol Actions

Biologically active constituent in the sweet root of Glycyrrhiza species (licorice). Antiviral.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Zákazníci si také prohlíželi

Novel inhibitory effects of Glycyrrhizic Acid on the accumulation of advanced glycation end product and its receptor expression.
Cheng HS, et al.
Natural products and bioprospecting, 4(6), 325-333 (2014)
Hong Fan et al.
Journal of neuroinflammation, 17(1), 295-295 (2020-10-11)
Spinal cord injury (SCI) favors a persistent pro-inflammatory macrophages/microglia-mediated response with only a transient appearance of anti-inflammatory phenotype of immune cells. However, the mechanisms controlling this special sterile inflammation after SCI are still not fully elucidated. It is known that
Ashraf M Morgan et al.
Environmental science and pollution research international, 26(34), 34924-34930 (2019-10-30)
Atrazine (ATR) is a common herbicide used worldwide. It is a potent endocrine disruptor that causes hormonal imbalance. We investigated the modulatory role predisposed by glycyrrhizic acid (GA) against the hazardous effects caused by the ATR in the rabbit spleen.
High-mobility group box-1 was released actively and involved in LPS induced depressive-like behavior.
Wu TY, et al.
Journal of Psychiatric Research, 64, 99-106 (2015)
Oluwaseun O Ojo et al.
American journal of physiology. Lung cellular and molecular physiology, 309(11), L1354-L1366 (2015-10-04)
High mobility group box 1 (HMGB1) is a damage-associated molecular pattern (DAMP) protein that binds Toll-like receptors (e.g., TLR4) and the receptor for advanced glycated end products (RAGE). The direct effects of HMGB1 on airway structural cells are not fully

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