23582-83-4
Chemical Structure
5-Dehydroepisterol
- CAS No.: 23582-83-4
- Formula:C28H44O
- Molecular Weight:396.65
IUPAC Name: (3S,9S,10R,13R,14R,17R)-10,13-dimethyl-17-((R)-6-methyl-5-methyleneheptan-2-yl)-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
InChIKey: ZEPNVCGPJXYABB-LOIOQLKMSA-N
SMILES: C=C(C(C)C)CC[C@@H](C)[C@H]1CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C
Biological Activity: 5-Dehydroepisterol is a C28 alkylated sterol based on ergostane, and serves as a major component of the sterol pool in Leishmania parasites. The content of 5-Dehydroepisterol in Leishmania promastigotes can be depleted by 22,26-Azasterol, Amiodarone (HY-14187) and Tomatine (HY-N2166). Among these agents, Amiodarone (HY-14187) inhibits the biosynthetic process of this sterol by disrupting the function of squalene epoxidase. 5-Dehydroepisterol can be used in the research of leishmaniasis and cutaneous leishmaniasis[1][2][3][4][5][6].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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5-Dehydroepisterol | 91.96% | 5-Dehydroepisterol is a C28 alkylated sterol based on ergostane, and serves as a major component of the sterol pool in Leishmania parasites. The content of 5-Dehydroepisterol in Leishmania promastigotes can be depleted by 22,26-Azasterol, Amiodarone (HY-14187) and Tomatine (HY-N2166). Among these agents, Amiodarone (HY-14187) inhibits the biosynthetic process of this sterol by disrupting the function of squalene epoxidase. 5-Dehydroepisterol can be used in the research of leishmaniasis and cutaneous leishmaniasis. | ||||||||||||||||||||
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- [1]. Rodrigues JC, et al. Ultrastructural and biochemical alterations induced by 22,26-azasterol, a delta(24(25))-sterol methyltransferase inhibitor, on promastigote and amastigote forms of Leishmania amazonensis. Antimicrobial agents and chemotherapy. 2002 Feb;46(2):487-99. [Content Brief]
- [2]. Sarkar D, et al. Sterol Endoperoxides and Their Antileishmanial Effects: Influence on Viability, Oxygen Metabolism and Sterol Synthesis. Molecules (Basel, Switzerland). 2026 Mar 14;31(6):979. [Content Brief]
- [3]. Serrano-Martín X, et al. Amiodarone destabilizes intracellular Ca2+ homeostasis and biosynthesis of sterols in Leishmania mexicana. Antimicrobial agents and chemotherapy. 2009 Apr;53(4):1403-10. [Content Brief]
- [4]. Berman JD, et al. Effects of ketoconazole on sterol biosynthesis by Leishmania mexicana mexicana amastigotes in murine macrophage tumor cells. Molecular and biochemical parasitology. 1986 Jul;20(1):85-92. [Content Brief]
- [5]. Medina JM, et al. Tomatidine promotes the inhibition of 24-alkylated sterol biosynthesis and mitochondrial dysfunction in Leishmania amazonensis promastigotes. Parasitology. 2012 Sep;139(10):1253-65. [Content Brief]
- [6]. Mukherjee S, et al. Sterol methyltransferase is required for optimal mitochondrial function and virulence in Leishmania major. Molecular microbiology. 2019 Jan;111(1):65-81. [Content Brief]
Keywords
