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LANOSTEROL

Description Source Function Biosynthesis pathway
LANOSTEROL
LANOSTEROL structure
CAS No.
79-63-0
Chemical Name:
LANOSTEROL
Synonyms
Lanster;DUSOGEL;Lanosterin;lanostcrol;LANOSTEROL;botalanbase;CRYPTOSTEROL;Criptosterol;Kriptosterol;Kryp-tosterol
CBNumber:
CB6266873
Molecular Formula:
C30H50O
Formula Weight:
426.73
MOL File:
79-63-0.mol

LANOSTEROL Properties

Melting point:
137 °C
alpha 
D20 +62.0° (chloroform)
Boiling point:
482.1°C (rough estimate)
Density 
0.9600 (rough estimate)
refractive index 
1.4910 (estimate)
storage temp. 
-20°C
pka
15.16±0.70(Predicted)
form 
powder
color 
white
Merck 
5360
InChIKey
CAHGCLMLTWQZNJ-BQNIITSRSA-N
CAS DataBase Reference
79-63-0(CAS DataBase Reference)
EWG's Food Scores
1
FDA UNII
1J05Z83K3M
SAFETY
  • Risk and Safety Statements
WGK Germany  1
RTECS  OE3360000

LANOSTEROL price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich L5768 Lanosterol ≥93%, powder 79-63-0 1mg $101 2021-12-16 Buy
Sigma-Aldrich L5768 Lanosterol ≥93%, powder 79-63-0 5mg $356 2021-12-16 Buy
Cayman Chemical 19521 Lanosterol ≥95% 79-63-0 5mg $279 2021-12-16 Buy
Cayman Chemical 19521 Lanosterol ≥95% 79-63-0 1mg $62 2021-12-16 Buy
TRC L174583 Lanosterol 79-63-0 10mg $115 2021-12-16 Buy

LANOSTEROL Chemical Properties,Uses,Production

Description

Lanosterol occurs naturally in the eyes of mammals and has been shown to dissolve cataracts by revitalizing damaged cataract-causing crystallin proteins. Lanosterol’s amphipathic nature is believed to play a large role in its ability to prevent and reverse cataract formation.

Source

Lanosterol is the first sterol in lipid biosynthetic pathway, which is initially converted by acetyl-CoA. The complex process of lanosterol synthesis involves several enzymes, including 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase, squalene epoxidase, and lanosterol synthase (LSS). LSS is a microsomal enzyme that functions as a downstream element in the lanosterol biosynthetic pathway, catalyzing the cyclization of the linear 2,3-monoepoxysqualene to lanosterol.

Function

A cytochrome P450 monooxygenase involved in sterol biosynthesis. Catalyzes 14-alpha demethylation of lanosterol and 24,25-dihydrolanosterol likely through sequential oxidative conversion of 14-alpha methyl group to hydroxymethyl, then to carboxylaldehyde, followed by the formation of the delta 14,15 double bond in the sterol core and concomitant release of formic acid (PubMed:20149798, PubMed:8619637). Mechanistically, uses molecular oxygen inserting one oxygen atom into a substrate, and reducing the second into a water molecule, with two electrons provided by NADPH via cytochrome P450 reductase.

Biosynthesis pathway

The lanosterol pathway refers to a segment of the cholesterol biosynthesis pathway comprising twelve enzymes, namely acetyl-CoA acetyltransferase, hydroxymethylglutaryl-CoA synthase, hydroxymethylglutaryl-CoA reductase, mevalonate kinase, phosphomevalonate kinase, diphoshomevalonate decarboxylase, isopentenyl-diphosphate delta isomerase, geranylgeranyl diphosphate synthase, farnesyl diphosphate synthase, squalene synthase, squalene monooxygenase and lanosterol synthase. The lanosterol pathway describes the stages of cholesterol biosynthesis between the conversion of substrates acetyl CoA and acetoacetyl CoA to (S)-3-hydroxy-3-methylglutaryl-CoA, through to the formation of intermediate metabolite lanosterol, the precursor of cholesterol. Metabolites of the lanosterol pathway are either directed to the synthesis of cholesterol and other sterols, or to side branches of the pathway through which they are converted to isoprenoids and other non-sterols.

Description

Lanosterol is a naturally-occurring sterol and biosynthetic precursor of several animal, fungal, and protozoan steroids, including cholesterol and ergosterol. Defects in the processing of lanosterol contribute to a wide variety of disorders, including the formation of cataracts. Similarly, certain fungicides act by blocking lanosterol processing by fungi.

Uses

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

Definition

ChEBI: A tetracyclic triterpenoid that is lanosta-8,24-diene substituted by a beta-hydroxy group at the 3beta position. It is the compound from which all steroids are derived.

General Description

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

Biochem/physiol Actions

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

Purification Methods

If very impure, then it should be acetylated, converted to the dibromide acetate [crystallised from EtOAc with slow cooling, m 168-170o, [] D +214o (CHCl3)], de-brominated with Zn dust to give the acetate (below) which is recrystallised from 3-4 parts of Me2CO/MeOH (4:1) and hydrolysed as for stigmasterol (below). Recrystallise it from anhydrous MeOH. Dry it in vacuo over P2O5 for 3hours at 90o. The purity is checked by proton magnetic resonance. The acetate crystallises from MeOH with m 131-133o and [ ] 25D +62o (c 1,CHCl3). [Block & Urech Biochemical Preparations 6 32 1958. van Tamelen et al. J Am Chem Soc 104 6479, 6480 1982, Beilstein 6 III 2880, 6 IV 4188.]

LANOSTEROL Preparation Products And Raw materials

Raw materials

Preparation Products


LANOSTEROL Suppliers

Global( 144)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3623 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293
+86 0531-67809011 sales@sdzschem.com CHINA 2940 58
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 15421 58
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 9150 55
career henan chemical co
+86-0371-55982848
sales@coreychem.com China 29953 58
Chengdu GLP biotechnology Co Ltd
13350802083 028-87075086
scglp@glp-china.com CHINA 1824 58
hdzhl biotechnology co., ltd
86-13032617415
sales@luchibiology.com CHINA 1275 58
Xi'an Kono chem co., Ltd.,
13289246953 029-86107037
info@konochemical.com CHINA 3000 58
Shaanxi Pioneer Biotech Co., Ltd .
86-13259417953(Whatsapp/Wechat) 86-13259417953(Whatsapp)
029-84385017 sales@pioneerbiotech.com CHINA 3001 58
Hubei xin bonus chemical co. LTD
86-13657291602
027-59338440 linda@hubeijusheng.com CHINA 23035 58

View Lastest Price from LANOSTEROL manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-12-01 Lanosterol
79-63-0
US $8.70 / Kg/Drum 10g 99% 10000kg Hebei Crovell Biotech Co Ltd
2021-11-08 LANOSTEROL
79-63-0
US $5.00 / KG 1KG 99% 30 Tons Wuhan wingroup Pharmaceutical Co., Ltd
2021-09-29 Lanosterol
79-63-0
US $0.00 / KG 1KG 99% 500kgs/month WUHAN FORTUNA CHEMICAL CO., LTD

LANOSTEROL Spectrum


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