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Betulinic Acid methyl ester (Synonyms: Methyl Betulinate)

Catalog No.GC46099

A triterpenoid with diverse biological activities

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Betulinic Acid methyl ester Chemical Structure

Cas No.: 2259/6/5

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1mg
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5mg
$643.00
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Sample solution is provided at 25 µL, 10mM.

Description of Betulinic Acid methyl ester

Betulinic acid methyl ester is a lupane-type triterpenoid and an esterified version of betulinic acid that has been found in Helicteres hirsuta and has diverse biological activities.[1],[2],[3],[4],[5] It inhibits HIV-1 reverse transcriptase (IC50 = 11 μM).[1] Betulinic acid methyl ester is active against L. braziliensis and T. cruzi (IC50s = 69.9 and 93.3 μM, respectively).[2] It induces melanogenesis in (EC50 = 2.5 μM) and inhibits the growth of B16 2F2 melanoma cells in vitro (IC50 = 4.9 μM).[3] Betulinic acid methyl ester is cytotoxic to SK-LU-1, HepG2, HeLa, SK-MEL-2, and AGS cells (IC50s = 60.84, 77.43, 80.17, 66.17, and 69.94 μg/ml, respectively).[4]

Reference:
[1]. Akihisa, T., Ogihara, J., Kato, J., et al. Inhibitory effects of triterpenoids and sterols on human immunodeficiency virus-1 reverse transcriptase. Lipids 36(5), 507-512 (2001).
[2]. Domínguez-Carmona, D.B., Escalante-Erosa, F., García-Sosa, K., et al. Antiprotozoal activity of betulinic acid derivatives. Phytomedicine 17(5), 379-382 (2010).
[3]. Hata, K., Hori, K., and Takahashi, S. Differentiation- and apoptosis-inducing activities by pentacyclic triterpenes on a mouse melanoma cell line. J. Nat. Prod. 65(5), 645-648 (2002).
[4]. Quang, D.N., Pham, C.T., Le, L.T.K., et al. Cytotoxic constituents from Helicteres hirsuta collected in Vietnam. Nat. Prod. Res. 34(4), 585-589 (2020).
[5]. Eyong, K.O., Bairy, G., Eno, A.A., et al. Triterpenoids from the stem bark of Vitellaria paradoxa (Sapotaceae) and derived esters exhibit cytotoxicity against a breast cancer cell line. Med. Chem. Res. 27(1), 268-277 (2017).

Chemical Properties of Betulinic Acid methyl ester

Cas No. 2259/6/5 SDF
Synonyms Methyl Betulinate
Chemical Name (3β)-3-hydroxy-Lup-20(29)-en-28-oic acid, methyl ester
Canonical SMILES CC([C@@H]1CC[C@]2(C(OC)=O)CC[C@@]3(C)[C@]4(C)CC[C@@]5([H])C(C)(C)[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3([H])[C@]21[H])=C
Formula C31H50O3 M.Wt 470.7
Solubility Soluble in methanol, ethanol, DMSO, DMF Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Betulinic Acid methyl ester

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1 mg 5 mg 10 mg
1 mM 2.1245 mL 10.6225 mL 21.245 mL
5 mM 0.4249 mL 2.1245 mL 4.249 mL
10 mM 0.2124 mL 1.0622 mL 2.1245 mL
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In vivo Formulation Calculator (Clear solution) of Betulinic Acid methyl ester

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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid 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 master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.

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