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beta-Amyrin acetate 1616-93-9

beta-Amyrin acetate 1616-93-9

CAS No.: 1616-93-9

β-Amyrin acetate is a triterpenoid with effective anti~inflammatory, antifungal, antidiabetic, and antihyperlipidemic a
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This product is for research use only, not for human use. We do not sell to patients.

β-Amyrin acetate is a triterpenoid with effective anti~inflammatory, antifungal, antidiabetic, and antihyperlipidemic activities. β-Amyrin acetate can locate at the hydrophobic binding cleft of HMG CoA reductase and inhibit its activity.

Physicochemical Properties


Molecular Formula C32H52O2
Molecular Weight 468.75408
Exact Mass 468.396
CAS # 1616-93-9
PubChem CID 92156
Appearance White to off-white solid powder
Density 1.0±0.1 g/cm3
Boiling Point 505.1±49.0 °C at 760 mmHg
Flash Point 256.2±17.4 °C
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.529
LogP 11.95
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 2
Heavy Atom Count 34
Complexity 897
Defined Atom Stereocenter Count 8
SMILES

CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C)C)C)C

InChi Key UMRPOGLIBDXFNK-ZYGITSNFSA-N
InChi Code

InChI=1S/C32H52O2/c1-21(33)34-26-13-14-30(7)24(28(26,4)5)12-15-32(9)25(30)11-10-22-23-20-27(2,3)16-17-29(23,6)18-19-31(22,32)8/h10,23-26H,11-20H2,1-9H3/t23-,24-,25+,26-,29+,30-,31+,32+/m0/s1
Chemical Name

[(3S,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


ln Vitro β-Amyrinacetate (50 μg/mL) prevents human red blood cell hemolysis brought on by heat and hypotonic stress [1]. HMG-CoA reductase is present in β-aromatic resin acetate (5–100 μM), and it inhibits the active HMG CoA reductase [2]. All Candida fungus studied were suppressed by β-Aramacetate (7.8-1000 μg/mL, 48 hours), with MIC values ranging from 30 to 250 μg/mL [4].
ln Vivo Mice's xylene-induced ear edema was considerably reduced by β-Amylin acetate (100 μg/ear, single dosage) applied to the front surface of the right ear [1]. In adult albino rats, β-Aramid acetate (4 mg/100 g, intraperitoneal injection, daily for 6 days) shown considerable anti-inflammatory action (43.6%) [3]. In liver homogenates of both normal and arthritic rats, subcutaneous injection of beta-amyrin acetate (4 mg/100 g, once day for 10 days) boosts the activity of ATP-phosphohydrolase [3].
Animal Protocol Animal/Disease Models: xylene-induced local edema model of mouse ear [1]
Doses: 50 and 100 μg/ear (5 μL)
Route of Administration: applied to the front surface of the right ear
Experimental Results: Inhibition of xylene-induced mouse ear edema Edema Animal/Disease Models: adult albino rat [3]
Doses: 4 mg/100g, daily, for 6 days
Route of Administration: intraperitoneal (ip) injection
Experimental Results: demonstrated significant anti-inflammatory activity, the average weight of granulation tissue after 6 days was 9.2 mg.
References

[1]. beta-Amyrin and alpha-amyrin acetate isolated from the stem bark of Alstonia boonei display profound anti-inflammatory activity. Pharm Biol. 2014 Nov;52(11):1478-86.

[2]. β-Amyrin acetate and β-amyrin palmitate as antidyslipidemic agents from Wrightia tomentosa leaves. Phytomedicine. 2012 Jun 15;19(8-9):682-5.

[3]. Biochemical study of the anti-inflammatory activity of α and β-amyrin acetate. Biochemical Pharmacology. 1971 Feb; 2(20): 401-405.

[4]. Antifungal activity of the amyrin derivatives and in vitro inhibition of Candida albicans adhesion to human epithelial cells. Lett Appl Microbiol. 2007 Aug;45(2):148-53.

Additional Infomation Beta-amyrin acetate is a triterpenoid.
beta-Amyrin acetate has been reported in Erythrophleum fordii, Euphorbia polycaulis, and other organisms with data available.

Solubility Data


Solubility (In Vitro) May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo) Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300:Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)

Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders

Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1333 mL 10.6667 mL 21.3333 mL
5 mM 0.4267 mL 2.1333 mL 4.2667 mL
10 mM 0.2133 mL 1.0667 mL 2.1333 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.