Enoxolone

Alias: Glycyrrhetin; Enoxolone; Glycyrrhetic acid; BRN 2229654; NSC 35347; NSC-35347; BRN-2229654; BRN2229654; NSC35347
Cat No.:V0864 Purity: ≥98%
Enoxolone (Glycyrrhetin; NSC 35347;Enoxolone; Glycyrrhetic acid; BRN-2229654; NSC-35347) is a novel, potent,pentacyclic triterpenoid derivative of the beta-amyrin type with potential liver-protecting effects.
Enoxolone Chemical Structure CAS No.: 471-53-4
Product category: Dehydrogenase
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
1g
5g
10g
25g
Other Sizes
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Enoxolone (Glycyrrhetin; NSC 35347; Enoxolone; Glycyrrhetic acid; BRN-2229654; NSC-35347) is a novel, potent, pentacyclic triterpenoid derivative of the beta-amyrin type with potential liver-protecting effects. It was obtained from the hydrolysis of glycyrrhizic acid, which can be extracted from the herb liquorice.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
The primary bioactive ingredient of Glycyrrhizae Radix, 18β-Glycyrrhetinic acid, has anti-inflammatory, anti-ulcer, and anti-proliferative properties. The MTS experiment demonstrated that a 24-hour treatment with 18β-Glycyrrhetinic acid decreased cell proliferation in both cell lines in a dose-dependent way. The proportion of viable cells was considerably decreased by 18β-Glycyrrhetinic acid at 160 μM, to about 40.5±10.5% in A549 and 38.3±4.6% in NCI-H460 (p < 0.01, respectively). Greater inhibition of cell growth was seen when cells treated with 320 μM 18β-Glycyrrhetinic acid; the proportion of viable cells was less than 30% when compared to untreated controls (p<0.001). Following treatment with 160 μM and 320 μM 18β-Glycyrrhetinic acid, full-length PARP levels decreased while cleaved PARP levels rose [1].
ln Vivo
The three serum parameters of rats given low-dose 18β-Glycyrrhetinic acid (50 mg/kg) were considerably lower than those of TP rats in the 18β-Glycyrrhetinic acid + triptolide (TP) group. Three liver enzyme levels somewhat dropped in rats in the 18β-Glycyrrhetinic acid + TP group after they were given a high dose of the drug (100 mg/kg). In contrast to the TP group, there was no statistically significant decline. On the other hand, mice were spared TP-induced liver damage when low dosages of 18β-Glycyrrhetinic acid were administered beforehand. By contrast, the production of the four cytokines mentioned above was considerably suppressed by low-dose 18β-Glycyrrhetinic acid (50 mg/kg) [3].
Animal Protocol
Healthy Wistar rats (male, 200±20 g) are used and divided into five groups with 10 individuals for each group randomly. Animals in normal control (NC) group receive distilled water for 6 days and 0.5% CMC-Na for the last 3 days. Rats in Triptolide model group (TP), 18β-Glycyrrhetinic acid low-dose group (GAL+TP), and 18β-Glycyrrhetinic acid high-dose group (GAH+TP) receive distilled water, 18β-Glycyrrhetinic acid (50 mg/kg, p.o., dissolved in distilled water), or 18β-Glycyrrhetinic acid (100 mg/kg, p.o., dissolved in distilled water) for consecutive 6 days, respectively, and liver injury is induced by TP (2.4 mg/kg, p.o., suspended in 0.5% CMC-Na) for the last 3 days. Animals in the above three groups receive TP 6 hours after distilled water or 18β-Glycyrrhetinic acid treatment on the last 3 day
Rats
References
[1]. Huang RY, et al. 18β-Glycyrrhetinic acid suppresses cell proliferation through inhibiting thromboxane synthase in non-small cell lung cancer. PLoS One. 2014 Apr 2;9(4):e93690.
[2]. Zhou J, et al. 18β-glycyrrhetinic acid suppresses experimental autoimmune encephalomyelitis through inhibition of microglia activation and promotion of remyelination. Sci Rep. 2015 Sep 2;5:13713.
[3]. Yang G, et al. Protective Effect of 18β-Glycyrrhetinic Acid against Triptolide-Induced Hepatotoxicity in Rats. Evid Based Complement Alternat Med. 2017;2017:3470320
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C30H46O4
Molecular Weight
470.68
CAS #
471-53-4
Related CAS #
471-53-4
SMILES
CC(C)([C@](CC[C@@]([C@@]1(CC[C@]2(CC[C@](C(O)=O)(C[C@]2(C1=C3)[H])C)C)C)4C)5[H])[C@@H](O)CC[C@]5(C)[C@@]4([H])C3=O
InChi Key
MPDGHEJMBKOTSU-YKLVYJNSSA-N
InChi Code
InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22-,23+,26+,27-,28-,29+,30+/m0/s1
Chemical Name
(2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic acid
Synonyms
Glycyrrhetin; Enoxolone; Glycyrrhetic acid; BRN 2229654; NSC 35347; NSC-35347; BRN-2229654; BRN2229654; NSC35347
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 94 mg/mL (199.7 mM)
Water:<1 mg/mL
Ethanol:<1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.17 mg/mL (4.61 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 21.7 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.17 mg/mL (4.61 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 21.7 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

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Solubility in Formulation 3: 2% DMSO+30% PEG 300+5% Tween 80+ddH2O: 10mg/mL


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1246 mL 10.6229 mL 21.2459 mL
5 mM 0.4249 mL 2.1246 mL 4.2492 mL
10 mM 0.2125 mL 1.0623 mL 2.1246 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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