481-25-4
Chemical Structure
Lophenol
- CAS No.: 481-25-4
- Formula:C28H48O
- Molecular Weight:400.68
IUPAC Name: (3S,4S,5S,9R,10S,13R,14R,17R)-4,10,13-trimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
InChIKey: LMYZQUNLYGJIHI-SPONXPENSA-N
SMILES: CC(CCC[C@H]([C@H]1CC[C@]2(C3=CC[C@]4([C@@H]([C@H](CC[C@@]4([C@]3(CC[C@]12C)[H])C)O)C)[H])[H])C)C
Biological Activity: Lophenol is an orally active phytosterol and PPARα and PPARγ agonist. Lophenol is found in cacti and aloe vera, and inhibits fat accumulation, weight gain, hepatic triglyceride accumulation and elevation of serum lipids. Lophenol regulates the expression of genes related to hepatic lipid and glucose metabolism, and downregulates the expression of hepatic lipid-related genes. Lophenol restores the levels of antioxidant enzymes and liver function parameters, and ameliorates liver tissue damage. Lophenol can be used in studies related to diet-induced obesity, drug-induced liver injury, sterol metabolism, and developmental regulation in nematodes[1][2][3][4].
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Lophenol | Lophenol is an orally active phytosterol and PPARα and PPARγ agonist. Lophenol is found in cacti and aloe vera, and inhibits fat accumulation, weight gain, hepatic triglyceride accumulation and elevation of serum lipids. Lophenol regulates the expression of genes related to hepatic lipid and glucose metabolism, and downregulates the expression of hepatic lipid-related genes. Lophenol restores the levels of antioxidant enzymes and liver function parameters, and ameliorates liver tissue damage. Lophenol can be used in studies related to diet-induced obesity, drug-induced liver injury, sterol metabolism, and developmental regulation in nematodes. | |||||||||||||||||||||
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- [1]. Nomaguchi K, et al. Aloe vera phytosterols act as ligands for PPAR and improve the expression levels of PPAR target genes in the livers of mice with diet-induced obesity. Obesity research & clinical practice. 2011;5(3):e190–e201. [Content Brief]
- [2]. Ullah H, et al. Lophenol and lathosterol from resin of Commiphora kua possess hepatoprotective effects in vivo. Journal of ethnopharmacology. 2020 Apr 24;252:112558. [Content Brief]
- [3]. Mazur Y, et al. Synthesis of 4α-Methyl-Δ⁷-steroids. The Interrelationship of Cholesterol, Citrostadienol and Lophenol. Journal of the American Chemical Society. 1958 Dec 5;80(23):6296-6300.
- [4]. Matyash V et al. Sterol-derived hormone(s) controls entry into diapause in Caenorhabditis elegans by consecutive activation of DAF-12 and DAF-16. PLoS Biol. 2004 Oct;2(10):e280. [Content Brief]
Keywords
