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Lupeol

Lupeol

Product ID L8261
Cas No. 545-47-1
Purity ≥98%
Product Unit SizeCostQuantityStock
10 mg $78.50 In stock
25 mg $157.20 In stock
100 mg $505.50 In stock
Bulk Quote

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  • Product Info
  • Shipping and Storage
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  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Lupeol is a triterpene that displays neuromodulatory, anti-hyperuricemic, anti-inflammatory, antioxidative, and anticancer chemotherapeutic activities. It inhibits tyrosinase oxidation of L-DOPA in the brain. It also decreases monosodium urate crystal-induced paw edema in animal models, indicating potential benefit as a treatment for gouty arthritis. In vitro, it decreases production of NO, decreases levels of iNOS and cyclooxygenase (COX-2) and also prevents generation of ROS by tert-butylhydroperoxide (t-BHP). Lupeol decreases free radical-mediated damage in animal models. It also exhibits anticancer benefit by inhibiting androgen-induced androgen receptor (AR) activity and prostate-specific antigen (PSA) expression; it competitively inhibits the androgen receptor and inhibits tumorigenicity of prostate cancer cells in vivo. Additionally, this compound decreases β-catenin levels, expression of matrix metalloproteinase 2 (MMP2), and activation of T cell factor responsive element in vitro.

Product Info

Cas No.

545-47-1

Purity

≥98%

Formula

C30H50O

Formula Wt.

426.72

Chemical Name

(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol

IUPAC Name

(3β)-Lup-20(29)-en-3-ol

Synonym

Fagarsterol, Clerodol, Monogynol B

Melting Point

215°C

Solubility

Freely soluble in ether, warm alcohol. Insoluble in water.

Appearance

White Crystal Powder

Shipping and Storage

Store Temp

4°C

Ship Temp

Ambient

Downloads

MSDS

L8261 MSDS PDF

Info Sheet

L8261 Info Sheet PDF

References

Muñoz E, Avila JG, Alarcón J, et al. Tyrosinase inhibitors from Calceolaria integrifolia s.l.: Calceolaria talcana aerial parts. J Agric Food Chem. 2013 May 8;61(18):4336-43. PMID: 23607420.

de Souza MR, de Paula CA, Pereira de Resende ML, et al. Pharmacological basis for use of Lychnophora trichocarpha in gouty arthritis: anti-hyperuricemic and anti-inflammatory effects of its extract, fraction and constituents. J Ethnopharmacol. 2012 Aug 1;142(3):845-50. PMID: 22732730.

Jin SE, Son YK, Min BS, et al. Anti-inflammatory and antioxidant activities of constituents isolated from Pueraria lobata roots. Arch Pharm Res. 2012 May;35(5):823-37. PMID: 22644850.

Siddique HR, Mishra SK, Karnes RJ, et al. Lupeol, a novel androgen receptor inhibitor: implications in prostate cancer therapy. Clin Cancer Res. 2011 Aug 15;17(16):5379-91. PMID: 21712449.

Saleem M, Murtaza I, Tarapore RS, et al. Lupeol inhibits proliferation of human prostate cancer cells by targeting beta-catenin signaling. Carcinogenesis. 2009 May;30(5):808-17. PMID: 19233958

Sultana S, Saleem M, Sharma S, et al. Lupeol, a triterpene, prevents free radical mediated macromolecular damage and alleviates benzoyl peroxide induced biochemical alterations in murine skin. Indian J Exp Biol. 2003 Aug;41(8):827-31. PMID: 15248479.

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