516-85-8
Chemical Structure
Dehydroergosterol
- CAS No.: 516-85-8
- Formula:C28H42O
- Molecular Weight:394.63
IUPAC Name: (3S,10S,13R,14R,17R)-17-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,10,12,13,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
InChIKey: QSVJYFLQYMVBDR-CMNOFMQQSA-N
SMILES: CC([C@H](/C=C/[C@H]([C@]1(CC[C@]2(C3=CC=C4C[C@H](CC[C@@]4(C3=CC[C@@]21C)C)O)[H])[H])C)C)C
Biological Activity: Dehydroergosterol is a fluorescent cholesterol analog (Ex/Em = 325/375 nm) used in cholesterol transport, membrane structure research, and live-cell imaging. Unlike cholesterol, Dehydroergosterol contains three additional double bonds, an extra methyl group, and an ergosterol side chain, forming a conjugated system that produces intrinsic fluorescence. In its monomeric form, Dehydroergosterol exhibits excitation peaks at 310-311, 324, and 338-340 nm, as well as emission peaks at 354, 371-375, 390-394, and 414 nm; in its microcrystalline form, Dehydroergosterol shows enhanced excimer emission around 404 and 426 nm. Dehydroergosterol mimics the properties of cholesterol, integrates into membranes and lipoproteins, and localizes to organelles[1][2].
| Cat. No. | Nom du produit | Pureté | Description | Pricing | |||||||||||||||||||
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Dehydroergosterol | ≥99.0% | Dehydroergosterol is a fluorescent cholesterol analog (Ex/Em = 325/375 nm) used in cholesterol transport, membrane structure research, and live-cell imaging. Unlike cholesterol, Dehydroergosterol contains three additional double bonds, an extra methyl group, and an ergosterol side chain, forming a conjugated system that produces intrinsic fluorescence. In its monomeric form, Dehydroergosterol exhibits excitation peaks at 310-311, 324, and 338-340 nm, as well as emission peaks at 354, 371-375, 390-394, and 414 nm; in its microcrystalline form, Dehydroergosterol shows enhanced excimer emission around 404 and 426 nm. Dehydroergosterol mimics the properties of cholesterol, integrates into membranes and lipoproteins, and localizes to organelles. | ||||||||||||||||||||
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Brassicasterol | 99.93% | Brassicasterol is a metabolite of Ergosterol and has cardiovascular protective effects. Brassicasterol exerts anticancer effects in prostate cancer through dual targeting of AKT and androgen receptor signaling pathways. Brassicasterol inhibits HSV-1 (IC50=1.2 μM) and Mycobacterium tuberculosis. Brassicasterol also inhibits sterol δ 24-reductase, slowing the progression of atherosclerosis. Brassicasterol is also a cerebrospinal fluid biomarker for Alzheimer's disease. | ||||||||||||||||||||
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Lichesterol | Lichesterol is a steroid product that can be isolated from Candida albicans. | |||||||||||||||||||||
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24(28)-Dehydroergosterol | 94.00% | 24(28)-Dehydroergosterol is a derivative of Episterol. | ||||||||||||||||||||
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Vitamin D2 | 99.11% | Vitamin D2 (Ergocalciferol), drived from plant sources or dietary supplements, could be used as supplement of Vitamin D. |
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(R)-Vitamin D2 (Standard) | ≥98% | (R)-Vitamin D2 (Standard) ((R)-Ergocalciferol (Standard)) is the analytical standard of (R)-Vitamin D2 (HY-76542B). This product is intended for research and analytical applications. (R)-Vitamin D2 is the isomer of Vitamin D2 (HY-76542), and can be used as an experimental control. Vitamin D2 (Ergocalciferol), drived from plant sources or dietary supplements, could be used as supplement of Vitamin D. |
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Lumisterol | Lumisterol (9β,10α-Ergosterol) is a photoproduct of 7-dehydrocholesterol, present in the skin, and acts as an orally active VDR non-genomic modulator and ROR inverse agonist. Lumisterol binds to the SARS-CoV-2 Mpro substrate-binding pocket and the RdRP active site, inhibiting enzyme activity. Lumisterol induces NRF2-regulated antioxidant responses, p53 phosphorylation and nuclear translocation, and intracellular free radical scavenging. Lumisterol inhibits the proliferation of epidermal keratinocytes and melanoma cells, modulates cell cycle progression, and suppresses basal and TNFα-induced NFκB transcriptional activity. Lumisterol inhibits RORγ transcriptional activity and IL-17 production. Lumisterol is used in research on UVB-induced skin damage, melanoma, psoriasis, vitamin D deficiency, and COVID-19. | |||||||||||||||||||||
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Ergosterol (Standard) | 99.94% | Ergosterol (Standard) is the analytical standard of Ergosterol. This product is intended for research and analytical applications. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects. | ||||||||||||||||||||
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(22E,24R)-Ergosta-7,9(11),22-triene-3β,5α,6β-triol | (22E,24R)-Ergosta-7,9(11),22-triene-3β,5α,6β-triol is a natural product that can be found in Claviceps purpurea. | |||||||||||||||||||||
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(R)-(22E,24R)-Ergosta-7,9(11),22-triene-3β,5α,6β-triol | (R)-(22E,24R)-Ergosta-7,9(11),22-triene-3β,5α,6β-triol (compound 3) is a sterol that can be found in of Grifola frondosa. | |||||||||||||||||||||
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Δ7-Stigmasterol | Δ7-Stigmasterol is the major sterols of an amoeba. | |||||||||||||||||||||
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References
- [1]. McIntosh AL, et al. Fluorescence techniques using dehydroergosterol to study cholesterol trafficking. Lipids. 2008 Dec;43(12):1185-208.
- [2]. Mukherjee S, et al. Cholesterol distribution in living cells: fluorescence imaging using dehydroergosterol as a fluorescent cholesterol analog. Biophysical journal. 1998 Oct;75(4):1915-25.
