Lanosterol

CAS# 79-63-0

Lanosterol

Catalog No. BCN3332----Order now to get a substantial discount!

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Quality Control of Lanosterol

Number of papers citing our products

Chemical structure

Lanosterol

3D structure

Chemical Properties of Lanosterol

Cas No. 79-63-0 SDF Download SDF
PubChem ID 246983 Appearance Powder
Formula C30H50O M.Wt 426.7
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility DMSO : < 1 mg/mL (insoluble or slightly soluble)
Chemical Name (3S,5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES CC(CCC=C(C)C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C
Standard InChIKey CAHGCLMLTWQZNJ-BQNIITSRSA-N
Standard InChI InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Lanosterol

The herbs of Portulaca oleracea L.

Biological Activity of Lanosterol

Description1. Lanosterol induces mild depolarization of mitochondria and promotes autophagy. 2. Lanosterol is indicative of altered Lanosterol metabolism during PD pathogenesis. 3. 10 μM Lanosterol during IVM in medium without serum and bases on recombinant human chorionic gonadotrophin has a positive effect on maturation of prepubertal ewe oocytes.
TargetsDopamine Receptor | Autophagy

Lanosterol Dilution Calculator

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Lanosterol Molarity Calculator

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Preparing Stock Solutions of Lanosterol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3436 mL 11.7178 mL 23.4357 mL 46.8713 mL 58.5892 mL
5 mM 0.4687 mL 2.3436 mL 4.6871 mL 9.3743 mL 11.7178 mL
10 mM 0.2344 mL 1.1718 mL 2.3436 mL 4.6871 mL 5.8589 mL
50 mM 0.0469 mL 0.2344 mL 0.4687 mL 0.9374 mL 1.1718 mL
100 mM 0.0234 mL 0.1172 mL 0.2344 mL 0.4687 mL 0.5859 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Lanosterol

Lanosterol induces mitochondrial uncoupling and protects dopaminergic neurons from cell death in a model for Parkinson's disease.[Pubmed:21818119]

Cell Death Differ. 2012 Mar;19(3):416-27.

Parkinson's disease (PD) is a neurodegenerative disorder marked by the selective degeneration of dopaminergic neurons in the nigrostriatal pathway. Several lines of evidence indicate that mitochondrial dysfunction contributes to its etiology. Other studies have suggested that alterations in sterol homeostasis correlate with increased risk for PD. Whether these observations are functionally related is, however, unknown. In this study, we used a toxin-induced mouse model of PD and measured levels of nine sterol intermediates. We found that Lanosterol is significantly ( approximately 50%) and specifically reduced in the nigrostriatal regions of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-treated mice, indicative of altered Lanosterol metabolism during PD pathogenesis. Remarkably, exogenous addition of Lanosterol rescued dopaminergic neurons from 1-methyl-4-phenylpyridinium (MPP+)-induced cell death in culture. Furthermore, we observed a marked redistribution of Lanosterol synthase from the endoplasmic reticulum to mitochondria in dopaminergic neurons exposed to MPP+, suggesting that Lanosterol might exert its survival effect by regulating mitochondrial function. Consistent with this model, we find that Lanosterol induces mild depolarization of mitochondria and promotes autophagy. Collectively, our results highlight a novel sterol-based neuroprotective mechanism with direct relevance to PD.

Effect of lanosterol on the in vitro maturation in semi-defined culture system of prepubertal ewe oocytes.[Pubmed:21838962]

Zygote. 2014 Feb;22(1):50-7.

The choice of medium and supplements can affect meiotic regulation and may have an impact on the regulation of mammalian oocyte growth and embryonic cell function. The aim of the present study was to assess the effects of oxygen concentration and endogenous Lanosterol on the in vitro maturation (IVM) media without serum and based on recombinant human chorionic gonadotrophin in prepubertal ewe oocytes. Firstly, the effect of varying oxygen concentrations (5% and 20%) during IVM in TCM-199 supplemented (4 mg/ml bovine serum albumin (BSA), 100 muM cysteamine, 0.3 mM sodium pyruvate, 0.1 UI/ml recombinant follicle-stimulating hormone (r-FSH; Gonal-F(R) 75 UI, Serono, Italy), 0.1 UI/ml recombinant leuteinizing hormone (r-LH; Lhadi(R) 75 UI, Serono, Italy) and 1 mug/ml estradiol-17beta) on subsequent nuclear maturation of oocytes examined under ultraviolet light following staining with bisbenzimide (Hoechst 33342) was investigated. Secondly, two concentrations of Lanosterol (0, 10 and 50 muM) were added to the IVM medium. Nuclear maturation of oocytes was examined as previously. Lipid content in oocytes, an important indicator of cytoplasmic maturity, was also measured using Nile red fluorescent stain. The results showed that low oxygen concentration affected the nuclear maturation. Similarly, a significantly higher rate of meiosis resumption was observed with 10 muM (72.3%) of Lanosterol compared with the control (51.8%) or 50 muM of Lanosterol (59.4%). A significantly higher content of lipids was also observed with 10 and 50 muM of Lanosterol (7.3 +/- 0.2 x 10(6) and 7.4 +/- 0.2 x 10(6) arbitrary units of fluorescence) compared with the control (6.7 +/- 0.2 x 10(6) arbitrary units of fluorescence). The results indicate that 10 muM Lanosterol during IVM in medium without serum and based on recombinant human chorionic gonadotrophin has a positive effect on maturation of prepubertal ewe oocytes.

Description

Lanosterol is a key triterpenoid intermediate in the biosynthesis of Cholesterol.

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