5-Dehydroepisterol
Based on 1 Customer Validation
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.
For research use only. We do not sell to patients.
- Purity: 91.96%
- CAS No.: 23582-83-4
- Formula: C28H44O
- Molecular Weight:396.65
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Storage:
-20°C, protect from light, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
IC50: Intermediate in steroid biosynthesis[1]
5-Dehydroepisterol represents 52.3 mass % of free sterols in untreated Leishmania amazonensis promastigotes[1].
5-Dehydroepisterol constitutes 62.5% of total free sterols in untreated Leishmania amazonensis promastigotes[5].
5-Dehydroepisterol is a major endogenous ergostane-based sterol in WT Leishmania major LV39 clone 5 promastigotes, whose production is entirely dependent on functional sterol methyltransferase, with SMT80 being far more effective than SMT90 at restoring its biosynthesis in SMT-null mutants[6].
5-Dehydroepisterol (24 h) is the dominant sterol produced by Leishmania tarentolae promastigotes, and its synthesis is concentration-dependently inhibited by sterol endoperoxides, miconazole, and antimycin A[2].
5-dehydroepisterol constitutes 67% of the neutral lipid fraction in untreated Leishmania mexicana promastigotes[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 23582-83-4
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Appearance Solid
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Molecular Weight 396.65
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Formula C28H44O
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Color White to yellow
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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
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
-20°C, protect from light, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)
Solvent & Solubility
DMSO : 1 mg/mL (2.52 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (275 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
References
[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]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 2.5211 mL | 12.6056 mL | 25.2111 mL | 63.0279 mL |
5-Dehydroepisterol Related Classifications
HY-130703 Related Classifications
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