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G2137

Sigma-Aldrich

Glycyrrhizic acid ammonium salt from glycyrrhiza root (licorice)

≥70% (HPLC)

Sinonimo/i:

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

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About This Item

Formula condensata:
C42H62O16 · NH3
Numero CAS:
53956-04-0
Peso molecolare:
839.96
Beilstein:
3897076
Numero CE:
258-887-7
Numero MDL:
MFCD00167400
Codice UNSPSC:
12352005
ID PubChem:
57654204
NACRES:
NA.22

Saggio

≥70% (HPLC)

Temperatura di conservazione

2-8°C

Stringa SMILE

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
ILRKKHJEINIICQ-OOFFSTKBSA-N

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Descrizione generale

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).

Applicazioni

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.

Azioni biochim/fisiol

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

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H319

Classi di pericolo

Eye Irrit. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
SLCL5042
SLCH0306
SLBZ8430
SLBZ0365
SLBV7201

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Glycyrrhizate monoammonium European Pharmacopoeia (EP) Reference Standard

G0460000

Glycyrrhizate monoammonium

18α-Glycyrrhetinic acid ≥95%

Sigma-Aldrich

G8503

18α-Glycyrrhetinic acid

Ammonium glycyrrhizate United States Pharmacopeia (USP) Reference Standard

USP

1029929

Ammonium glycyrrhizate

Liquiritigenin ≥97.0% (HPLC)

Sigma-Aldrich

78825

Liquiritigenin

Glabridin ≥98% (HPLC), powder

Sigma-Aldrich

G9548

Glabridin

18α-Glycyrrhetinic acid phyproof® Reference Substance

PHL82552

18α-Glycyrrhetinic acid

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

Sigma-Aldrich

L8045

Liquiritin

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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