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L5768

Lanosterol

Name: Lanosterol
Brand: SIGMA

≥93%, powder

Synonym(s):

3β-Hydroxy-8,24-lanostadiene, 8,24-Lanostadien-3β-ol

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About This Item

Empirical Formula (Hill Notation):

C₃₀H₅₀O

CAS Number:

79-63-0

Molecular Weight:

426.72

NACRES:

NA.77

PubChem Substance ID:

24896417

UNSPSC Code:

12352211

EC Number:

201-214-9

MDL number:

MFCD00021108

Assay:

≥93%

Form:

powder

Quality level:

200

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Properties

Quality Level

200

assay

≥93%

form

powder

color

white to off-white

storage temp.

−20°C

SMILES string

[H][C@@]1(CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]4(C)CC[C@H](O)C(C)(C)[C@]4([H])CC3)[C@H](C)CC\C=C(/C)C

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

InChI key

CAHGCLMLTWQZNJ-BQNIITSRSA-N

Description

General description

Lanosterol, an amphipathic molecule, that is produced by lanosterol synthase (LSS). It is enriched in the lens.

Application

Lanosterol has been used:

as a standard in HPLC for the quantification in testis samples
in S-adenosyl-L-methionine:Δ²⁴-sterol-C-methyltransferase (SMT) assay
to treat wild-type cells growing in rich medium to know its effects on Sre1 protein

Biochem/physiol Actions

Cholesterol precursor sterol.
Lanosterol serves as an endogenous selective modulator of macrophage immunity.

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Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Articles

胆固醇生物合成

胆固醇的生物合成通常发生在肝细胞的内质网中，并以乙酰辅酶A开始，乙酰辅酶A主要来源于线粒体中的氧化反应。乙酰辅酶A和乙酰乙酰辅酶A由HMG-辅酶A合成酶转化为3-羟基-3-甲基戊二酰辅酶A（HMG-辅酶A）。

Discover Bioactive Small Molecules for Lipid Signaling Research

Cholesterol Biosynthesis

Cholesterol biosynthesis starts in the hepatic endoplasmic reticulum with acetyl-CoA, yielding 3-hydroxy-3-methylglutaryl-CoA via HMG-CoA synthase.

Lanosterol reverses protein aggregation in cataracts

Zhao L, et al.

Nature, 523(7562), 607-607 (2015)

Metabolic engineering of Saccharomyces cerevisiae for 7-dehydrocholesterol overproduction.

Xiao-Jing Guo et al.

Biotechnology for biofuels, 11, 192-192 (2018-07-22)

7-Dehydrocholesterol (7-DHC) has attracted increasing attentions due to its great medical value and the enlarging market demand of its ultraviolet-catalyzed product vitamin D3. Microbial production of 7-DHC from simple carbon has been recognized as an attractive complement to the traditional

A large-scale comparative analysis of affinity, thermodynamics and functional characteristics of interactions of twelve cytochrome P450 isoforms and their redox partners.

Evgeniy O Yablokov et al.

Biochimie, 162, 156-166 (2019-04-30)

The aim of the present work was to establish the thermodynamic and functional differences in the protein-protein interactions between the components of the P450-dependent mitochondrial (mit) and microsomal (mic) monooxygenase systems using 12 different isoforms of cytochromes P450 and two

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Global Trade Item Number

SKU	GTIN
L5768-1MG	04061833958391
L5768-5MG	04061833958407