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Documentos Principais

G2137

Sigma-Aldrich

Glycyrrhizic acid ammonium salt from glycyrrhiza root (licorice)

≥70% (HPLC)

Sinônimo(s):

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

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About This Item

Fórmula linear:
C42H62O16 · NH3
Número CAS:
Peso molecular:
839.96
Beilstein:
3897076
Número CE:
Número MDL:
Código UNSPSC:
12352005
ID de substância PubChem:
NACRES:
NA.22

Nível de qualidade

Ensaio

≥70% (HPLC)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

ILRKKHJEINIICQ-OOFFSTKBSA-N

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Descrição geral

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).

Aplicação

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.

Ações bioquímicas/fisiológicas

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

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Eye Irrit. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


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Sigma-Aldrich

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Glabridin ≥98% (HPLC), powder

Sigma-Aldrich

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18α-Glycyrrhetinic acid phyproof® Reference Substance

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18α-Glycyrrhetinic acid

Liquiritin from Glycyrrhizae root (licorice root), ≥98% (HPLC)

Sigma-Aldrich

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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.
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)
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
Yu Okuma et al.
Neuropharmacology, 85, 18-26 (2014-05-27)
Glycyrrhizin (GL) is a major constituent of licorice root and has been suggested to inhibit the release of high mobility group box-1 (HMGB1), a protein considered representative of damage-associated molecular patterns. We found that GL bound HMGB1 but not RAGE

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