A dietary triterpene with anti-inflammatory and anticancer activity
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Lupeol

Item No. 11215

Technical Information
Formal Name
(3β)-lup-20(29)-en-3-ol
CAS Number
545-47-1
Synonyms
  • Clerodol
  • Fagarasterol
  • Lupenol
  • Monogynol B
  • NSC 90487
  • β-Viscol
Molecular Formula
C30H50O
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 1.6 mg/mlEthanol: 1 mg/ml
SMILES
O[C@H]1CC[C@@]2(C)[C@](CC[C@]3(C)[C@]2([H])CC[C@@]4([H])[C@@]3(C)CC[C@]5(C)[C@]4([H])[C@H](C(C)=C)CC5)([H])C1(C)C
InChi Code
InChI=1S/C30H50O/c1-19(2)20-11-14-27(5)17-18-29(7)21(25(20)27)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3/t20-,21+,22-,23+,24-,25+,27+,28-,29+,30+/m0/s1
InChi Key
MQYXUWHLBZFQQO-QGTGJCAVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Lupeol, a dietary triterpene found in certain fruits, vegetables, and medicinal plants, has potent anti-inflammatory, anticarcinogenic, antimutagenic, and antimalarial activity. It suppresses the growth of hepatocellular carcinoma cell lines SMMC7721 and HepG2 with IC50 values of 45 and 48.5 μM and melanoma cell lines Mel 928 and Mel 1241 with IC50 values of 75 and 72 μM.1,2 At 0.76 g/kg lupeol causes a significant decrease in the blood pressure of stroke-prone hypertensive rats and reduces expression of hepatic genes involved in triglyceride and cholesterol synthesis.3 It also has significant anti-inflammatory effects at 50 mg/kg in a carrageenan-induced edema model, inhibiting neutrophil migration.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tarapore, R.S., Siddiqui, I.A., Saleem, M., et alSpecific targeting of Wnt/β-catenin signaling in human melanoma cells by a dietary triterpene lupeol. Carcinogenesis 31(10), 1844-1853 (2010).

    2. He, Y., Liu, F., Zhang, L., et alGrowth inhibition and apoptosis induced by lupeol, a dietary triterpene, in human hepatocellular carcinoma cells. Bio. Pharm. Bull. 34(4), 517-522 (2011).

    3. Ardiansyah, Yamaguchi, E., Shirakawa, H., et alLupeol supplementation improves blood pressure and lipid metabolism parameters in stroke-prone spontaneously hypertensive rats. Biosci. Biotechnol. Biochem. 76(1), 183-185 (2012).

    4. Lucetti, D.L., Lucetti, E.C., Bandeira, M.A., et alAnti-inflammatory effects and possible mechanism of action of lupeol acetate isolated from Himatanthus drasticus (Mart.) Plumel. J. Inflamm. (Lond.) 7(60), 1-11 (2010).