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Lumisterol 3 (>90%) Sale

(Synonyms: 光甾醇 3; 9β,10α-Cholesta-5,7-dien-3β-ol; Cholecalciferol EP Impurity C) 目录号 : GC61013

A photoisomer of previtamin D3

Lumisterol 3 (>90%) Chemical Structure

Cas No.:5226-01-7

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产品描述

Lumisterol 3 (L3) is a photoisomer of previtamin D3 .1 It is formed by photoisomerization of previtamin D3 in the epidermis by prolonged UVB exposure and is metabolized by the cytochrome P450 (CYP) isoform CYP11A1 in a variety of tissues to several hydroxylated metabolites, including the active metabolites 20-hydroxy L3, 24-hydroxy L3, and 20,22-dihydroxy L3.2,3

1.Slominski, A.T., Chaiprasongsuk, A., Janjetovic, Z., et al.Photoprotective droperties of vitamin D and lumisterol hydroxyderivativesCell Biochem. Biophys.78(2)165-180(2020) 2.Holick, M.F.Photosynthesis of vitamin D in the skin: Effect of environmental and life-style variablesFed. Proc.46(5)1876-1882(1987) 3.Slominski, A.T., Kim, T.-K., Hobrath, J.V., et al.Characterization of a new pathway that activates lumisterol in vivo to biologically active hydroxylumisterolsSci. Rep.7(1)11434(2017)

Chemical Properties

Cas No. 5226-01-7 SDF
别名 光甾醇 3; 9β,10α-Cholesta-5,7-dien-3β-ol; Cholecalciferol EP Impurity C
Canonical SMILES C[C@@]12[C@](CC[C@]2([H])[C@H](C)CCCC(C)C)([H])C3=CC=C(C[C@@H](O)CC4)[C@]4(C)[C@]3([H])CC1
分子式 C27H44O 分子量 384.64
溶解度 DMSO : 2 mg/mL (5.20 mM; ultrasonic and warming and heat to 60°C) 储存条件 -80℃, protect from light, stored under nitrogen,unstable in solution, ready to use.
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1 mM 2.5998 mL 12.9992 mL 25.9983 mL
5 mM 0.52 mL 2.5998 mL 5.1997 mL
10 mM 0.26 mL 1.2999 mL 2.5998 mL
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Research Update

Simvastatin inhibits Candida albicans biofilm in vitro

Pediatr Res 2009 Dec;66(6):600-4.PMID:19707174DOI:10.1203/PDR.0b013e3181bd5bf8.

By inhibiting the conversion of 3-hydroxy-3-methylglutaryl CoA (HMG-CoA) to mevalonate, statins impair cholesterol metabolism in humans. We reasoned that statins might similarly interfere with the biosynthesis of ergosterol, the major sterol of the yeast cell membrane. As assessed by spectrophotometric and microscopic analysis, significant inhibition of biofilm production was noted after 16-h incubation with 1, 2.5, and 5 muM simvastatin, concentrations that did not affect growth, adhesion, or hyphal formation by C. albicans in vitro. Higher concentrations (10, 20, and 25 muM simvastatin) inhibited biofilm by >90% but also impaired growth. Addition of exogenous ergosterol (90 muM) overcame the effects of 1 and 2.5 muM simvastatin, suggesting that at least one mechanism of inhibition is interference with ergosterol biosynthesis. Clinical isolates from blood, skin, and mucosal surfaces produced biofilms; biofilms from bloodstream isolates were similarly inhibited by simvastatin. In the absence of fungicidal activity, simvastatin's interruption of a critical step in an essential metabolic pathway, highly conserved from yeast to man, has unexpected effects on biofilm production by a eukaryotic pathogen.