LupeolAn agent with anti-inflammatory and antioxidant activity

Lupeol (CAS 545-47-1)

Lupeol | CAS 545-47-1 is rated 5.0 out of 5 by 1.
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Synonym: Fagarasterol; 20(29)-Lupen-3β-ol; 3β-Hydroxy-20(29)-lupene
Application: An agent with anti-inflammatory and antioxidant activity
CAS Number: 545-47-1
Purity: ≥98%
Molecular Weight: 426.72
Molecular Formula: C30H50O
* Refer to Certificate of Analysis for lot specific data (including water content).
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Lupeol is a pentacyclic triterpene that has anti-inflammatory and antioxidant activity. Murine skin studies report that Lupeol inhibits the cutaneous toxicity induced by benzoyl peroxide. Lupeol has been shown to regulate NF-κB and PI3K/Akt pathways, induce Fas-mediated apoptotic death of androgen-sensitive prostate cancer cells, improve the aflatoxin B1-induced peroxidation hepatic damage, and inhibit the Ras signaling pathway. Additionally, Lupeol has been shown to prevent the effects of DMBA, which induces DNA alkylation damage in mouse skin.


References

1. Geetha, T. and Varalakshmi, P. 2001. J Ethnopharmacol. 76: 77-80. PMID: 11378285
2. Saleem, M., et al. 2001. Pharmacol. Res. 43: 127-134. PMID: 11243713
3. Saleem, M., et al. 2004. Oncogene. 23: 5203-5214. PMID: 15122342
4. Saleem, M., et al. 2005. Cancer Res. 65: 11203-11213. PMID: 16322271
5. Saleem, M., et al. 2005. Carcinogenesis. 26: 1956-1964. PMID: 15958516
6. Preetha, S.P., et al. 2006. Comp. Biochem. Physiol. C. 14: 333-339. PMID: 16730236
7. Lee, T.K., et al. 2007. Cancer Res. 67: 8800-8809. PMID: 17875721
8. Nigam, N., et al. 2007. Food Chem. Toxicol. 45: 2331-2335. PMID: 17637493

Physical State :
Solid
Derived From :
Lupinus polyphyllus.
Solubility :
Soluble in water, chloroform, ethanol (~1 mg/ml), DMF (~1 mg/ml), and methanol.
Storage :
Store at -20° C
Melting Point :
189.98° C (Predicted)
Boiling Point :
~488.1° C at 760 mmHg (Predicted)
Density :
~1.0 g/cm3 (Predicted)
Refractive Index :
n20D 1.52 (Predicted)
Optical Activity :
α20/D +28.40°, c = 0.25 in chloroform
IC50 :
Vero: IC50 = >10 ug.mL-1 (Chlorocebus aethiops); HeLa: IC50 = >10 ug.mL-1 (human); A2780: IC50 = 16.2 ug.mL-1 (human); Ca9-22: IC50 = 16.78 ug.mL-1 (human); HepG2: IC50 = 19.78 ug.mL-1 (human)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
2
RTECS :
OK5763000
PubChem CID :
259846
Merck Index :
14: 5608
MDL Number :
MFCD00017351
EC Number :
208-889-9
SMILES :
CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)C

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Certificate of Analysis

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Lupeol  Product Citations

See how others have used Lupeol. Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 25980424  2015. J Ethnopharmacol. 170: 218-25.

PMID: # 24628700  2014. J. Agric. Food Chem.

Citations 1 to 2 of 2 total
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Rated 5 out of 5 by from Nigam et al Nigam et al. (PubMed ID 17637493) found that lupeol protected against DMBA-induced DNA strand breakage in albino mice. -SCBT Publication Review
Date published: 2015-04-11
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